PEG

Polyethylene Glycol (PEG)

Polyethylene glycol is a biologically inert, non-immunogenic chemical that confers greater water solubility to proteins, labeling tags and crosslinkers with which it is incorporated as constituent chemical group. This page provides a brief introduction to the use and types of PEG reagents available to protein biology researchers.

What is polyethylene glycol (PEG)?

PEG is the common abbreviation for polyethylene glycol – or, more properly, poly(ethylene glycol) – which refers to a chemical compound composed of repeating ethylene glycol units.

Poly ethylene glycol (PEG) is such kind of polymer, with nontoxic, nonimmunogenic, nonantigenic properties, and has been approved by US Food and Drug Administration (FDA) for drug delivery. To date, PEGylated proteins, peptide, antibody fragments, and oligonucleotides have been approved to execute clinical trials. PEGylated prodrugs were mainly designed to improve the pharmaceutical properties of their parent forms (solubility, stability or permeability) with simple structural modification (mainly conjugation).

Synthesis of PEG

Depending on how one chooses to define the constituent monomer or parent molecule (as ethylene glycol, ethylene oxide or oxyethylene), PEG compounds are also known as PEO (polyethylene oxide) and POE (polyoxyethylene):

Purified PEG is most commonly available commercially as mixtures of different oligomer sizes in broadly or narrowly defined molecular weight (MW) ranges. For example, "PEG 600" typically denotes a preparation that includes a mixture of oligomers having an average MW of 600. Likewise, "PEG 10000" denotes a mixture of PEG molecules (n = 195 to 265) having an average MW of 10,000g/mol.

Properties of PEG

Poly (ethylene glycol) has several chemical properties that make it especially useful in various biological, chemical and pharmaceutical settings:

Non-toxic and non-immunogenic – can be added to media and attached to surfaces and conjugated to molecules without interfering with cellular functions or target immunogenicities

Hydrophilic (aqueous-soluble) – attachment to proteins and other biomolecules decreases aggregation and increases solubility

Highly flexible – provides for surface treatment or bioconjugation without steric hindrance

Defined-length PEG reagents

Precise and versatile application of PEG in proteomics and other biological research methods depends upon the availability of polyethylene glycol derivatives of defined length (MW) that are activated with specific functional groups. Thermo Scientific Pierce Protein Research Products include a diverse array of such PEG-containing reagents. These Pierce Products provide the building blocks required to covalently attach or modify surfaces, proteins and other molecules with PEG-containing derivatives, a process called PEGylation. By contrast with traditional PEG compounds, Pierce PEGylation Reagents are composed of precisely-defined numbers of PEG units. The remainder of this page describes the various classes of Pierce PEGylation Reagents.

Crosslinkers with PEG spacers

Many kinds of Pierce Crosslinkers are available for protein, peptide and other macromolecular immobilization and conjugation needs. Both homobifunctional (identical reactive groups at either end) and heterobifunctional (different reactive groups at either end) crosslinkers are offered with a variety of spacer-arm lengths, solubility and cleaving characteristics.

The wide selection of crosslinking reagents now includes those that contain discrete-length polyethylene glycol spacers. These PEG groups increase reagent and conjugate solubility, minimize toxic and immunological effects compared to non-PEG spacers, and provide several options for accommodating specific crosslinking distances.

Amine-reactive pegylated crosslinkers

The BS (PEG) n reagents are homobifunctional, amine-to-amine crosslinkers that contain N-hydroxy-succinimide (NHS) esters at both ends of a PEG spacer spacer.

An amine-reactive crosslinker that contains a PEG spacer arm. Thermo Scientific Pierce BS (PEG) 5 is a bis-succinimide ester-activated PEG compound used for crosslinking between primary amines (—NH2) in proteins and other molecules. The N-hydroxysuccinimide ester (NHS) groups at either end of the PEG5 spacer react specifically and efficiently with lysine and N-terminal amino groups at pH 7-9 to form stable amide bonds.

Sulfhydryl-reactive pegylated crosslinkers

BM (PEG) n reagents are homobifunctional, sulfhydryl-reactive crosslinkers that contain the maleimide group at either end of a PEG spacer.

A sulfhydryl-reactive crosslinker that contains a PEG spacer arm. Thermo Scientific Pierce BM (PEG) 3 is a bismaleimide-activated PEG compound for crosslinking between sulfhydryl (—SH) groups in proteins and other thiol molecules. The maleimide groups at either end of the PEG3 spacer react specifically and efficiently with reduced sulfhydryls at pH 6.5-7.5 to form stable thioether bonds.

Bifunctional pegylated crosslinkers

The SM (PEG) n reagents are amine-to-sulfhydryl linkers that contain an NHS ester at one end and a maleimide group at the other. SM (PEG) n crosslinkers have the same heterobifunctional structure as the popular reagent SMCC (Part No. 22360 or 22322). Six varieties with 2 to 24 PEG units provide spacer lengths from 18 to 95 angstroms.

Amine-to-sulfhydryl crosslinkers that contain a PEG spacer arm. Thermo Scientific Pierce SM (PEG) n is a series of amine-to-sulfhydryl crosslinkers that differ in length from 17.6 to 95.2 angstroms as a result of polyethylene glycol spacer arms containing n equals 2 to 24 ethylene glycol units.

PEG-containing biotinylation reagents

Labeling antibodies and other molecules with biotin is the basis for many assay and purification platforms used in all areas of proteomics and molecular biology research. Thermo Scientific Pierce EZ-Link Biotinylation Reagents have many different target reactivities, spacer arm lengths, and solubility and cleavability characteristics.

Amine-reactive pegylated biotinylation reagents

The wide selection of biotin-labeling reagents now include several classes of compounds that incorporate discrete-length polyethylene glycol groups as the primary constituent of the spacer arm. These PEG groups increase reagent and conjugate solubility and minimize toxic and immunological effects compared to non-PEG spacers. The alternative spacer lengths enable optimization of conjugate function for specific biotin-binding assays involving streptavidin, avidin or NeutrAvidin Protein.

NHS-PEG4-Biotin is the PEG equivalent of the popular Sulfo-NHS-LC-Biotin (Part No. 21335) and related reagents. Although the PEG analogs do not use the water-soluble Sulfo-NHS form of the amine-reactive group, equivalent reagent water solubility and membrane impermeability are conferred by the hydrophilic polyethylene glycol spacer arm. In addition, experiments have demonstrated that antibodies labeled with PEG-containing biotin tags retain better solubility (less aggregation during long-term storage) than those labeled using non-PEG counterparts.

NHS-PEG4-Biotin is an example of an amine-reactive biotinylation reagent with a PEG spacer arm. Thermo Scientific EZ-Link NHS-PEG4-Biotin is a pegylated, water-soluble reagent for simple and efficient biotin labeling of antibodies, proteins and other primary amine-containing macromolecules.

 

Sulfhydryl-reactive Pegylated Biotinylation Reagents

Maleimide-PEG11-Biotin is an example of a sulfhydryl-reactive biotinylation reagent with a PEG spacer arm. Thermo Scientific EZ-Link Maleimide-PEG11-Biotin is a long, maleimide-activated, sulfhydryl-reactive biotinylation reagent that includes an 11-unit polyethylene glycol spacer arm for increased water-solubility and reach.

Other pegylated biotinylation reagents

Hydrazide-PEG4-Biotin product is a carbohydrate-reactive biotinylation reagent with a PEG spacer arm. Thermo Scientific EZ-Link Hydrazide-PEG4-Biotin (also called Biotin-PEG4-Hydrazide) is an aldehyde-reactive biotinylation reagent that contains a 4-unit polyethylene glycol (PEG) spacer arm for increased hydrophilicity.

PEG CATALOG

We offer these PEG products in scale from gram to multi-kilo. Industrial quantity products will be produced in state-of-the-art facility in Dalian province. We are glad to accept big pharma and other clients' inspection.

Catalog No. Product Name Cas M.F. M.W.
300006 PropargylPEG6-CH2CH2COOH 1951438-84-8 C16H28O8 348.4
300007 PropargylPEG8-CH2CH2COOH N/A C20H36O10 436.5
300008 PropargylPEG10-CH2CH2COOH N/A C24H44O12 524.59
300009 PropargylPEG13-CH2CH2COOH N/A C30H56O15 656.76
300010 PropargylPEG14-CH2CH2COOH N/A C32H60O16 700.81
300020 PropargylPEG5-NH2 1589522-46-2 C13H25NO5 275.34
300021 PropargylPEG6-NH2 1198080-04-4 C15H29NO6 319.4
300022 PropargylPEG8-NH2 1196732-52-1 C19H37NO8 407.5
300040 PropargylPEG5-tBu ester 1245823-50-0 C18H32O7 360.44
300041 PropargylPEG6-tBu ester 1355197-95-3 C20H36O8 404.5
300042 PropargylPEG7-tBu ester 1818294-29-9 C22H40O9 448.55
300043 PropargylPEG8-tBu ester N/A C24H44O10 492.6
300044 PropargylPEG10-tBu ester N/A C28H52O12 580.71
300045 PropargylPEG14-tBu ester N/A C36H68O16 756.92
300071 Amino-PEG3-Amine 929-75-9 C8H20N2O3 192.3
300072 Amino-PEG4-Amine 68960-97-4 C10H24N2O4 236.3
300073 Amino-PEG5-Amine 72236-26-1 C12H28N2O5 280.36
300074 Amino-PEG7-Amine 332941-25-0 C16H36N2O7 368.5
300075 Amino-PEG8-Amine 82209-36-7 C18H40N2O8 412.5
300076 Amino-PEG9-Amine 474082-35-4 C20H44N2O9 456.6
300077 Amino-PEG10-Amine 928292-69-7 C22H48N2O10 500.6
300078 Amino-PEG11-Amine 479200-82-3 C24H52N2O11 544.7
300079 Azido-PEG1-Amine 464190-91-8 C4H10N4O 130.1
300080 Azido-PEG2-Amine 166388-57-4 C6H14N4O2 174.2
300081 Azido-PEG3-amine 134179-38-7 C8H18N4O3 218.3
300082 Azido-PEG4-Amine 951671-92-4 C10H22N4O4 262.3
300083 NH2-PEG6-NH2 516493-93-9 C12H26N4O5 306.4
300084 NH2-PEG7-NH2 957486-82-7 C14H30N4O6 350.4
300085 NH2-PEG8-NH2 1333154-77-0 C16H34N4O7 394.5
300086 Azido-PEG8-amine 857891-82-8 C18H38N4O8 438.5
300087 Azido-PEG10-amine 912849-73-1 C22H46N4O10 526.6
300088 NH2-PEG12-NH2 1800414-71-4 C24H50N4O11 570.7
300089 NH2-PEG24-NH2 749244-38-0 C48H98N4O23 1099.3
300090 NH2-PEG36-NH2 N/A C72H146N4O35 1627.9
300097 NH2-PEG5-CH2CH2COOtBu 1446282-18-3 C17H35NO7 365.5
300098 NH2-PEG6-CH2CH2COOtBu 1286281-32-0 C19H39NO8 409.5
300099 NH2-PEG8-CH2CH2COOtBu 756526-06-4 C23H47NO10 497.6
300100 NH2-PEG9-CH2CH2COOtBu 1818294-44-8 C25H51NO11 541.7
300101 NH2-PEG10-CH2CH2COOtBu 1818294-42-6 C27H55NO12 585.7
300102 NH2-PEG12-CH2CH2COOtBu 872340-65-3 C31H63NO14 673.8
300103 NH2-PEG24-CH2CH2COOtBu 1104076-62-1 C55H111NO26 1202.5
300104 NH2-PEG36-CH2CH2COOtBu 872340-65-3 C79H159NO38 1731.1
300127 N3-PEG6-Alcohol 86770-69-6 C12H25N3O6 307.3
300128 N3-PEG8-Alcohol 352439-36-2 C16H33N3O8 395.4
300129 N3-PEG9-Alcohol N/A C18H37N3O9 439.5
300130 N3-PEG11-Alcohol N/A C22H45N3O11 527.6
300131 N3-PEG12-alcohol 73342-16-2 C24H49N3O12 571.7
300132 N3-PEG20-alcohol 1637297-21-2 C40H81N3O20 924.1
300133 N3-PEG24-alcohol 73342-16-2 C48H97N3O24 1100.3
300134 N3-PEG36-alcohol 73342-16-2 C72H145N3O36 1628.9
300166 N3-PEG5-CH2CH2COOtBu 1415800-41-7 C17H33N3O7 391.46
300167 N3-PEG6-CH2CH2COOtBu 406213-76-1 C19H37N3O8 435.51
300168 N3-PEG8-CH2CH2COOtBu 1623791-99-0 C23H45N3O10 523.62
300169 N3-PEG9-CH2CH2COOtBu 1818294-43-7 C25H49N3O11 567.67
300170 N3-PEG12-CH2CH2COOtBu 1818294-45-9 C31H61N3O14 699.83
300171 N3-PEG16-CH2CH2COOtBu N/A C39H77N3O18 876.04
300200 R110-PEG3-Azide 1536327-95-3 C29H30N6O7 574.59
300205 Methyl-PEG6-Azide 1043884-49-6 C13H27N3O6 321.37
300206 Methyl-PEG7-Azide 208987-04-6 C15H31N3O7 365.42
300207 Methyl-PEG8-Azide 869718-80-9 C17H35N3O8 409.48
300208 Methyl-PEG12-azide 89485-61-0 C25H51N3O12 585.69
300209 Methyl-PEG24-azide 89485-61-0 C49H99N3O24 1114.32
300210 Methyl-PEG36-azide 89485-61-0 C73H147N3O36 1642.95
300217  Boc-N-Amido-PEG4-N3 940951-99-5 C15H30N4O6 362.42
300218  Boc-N-amido-PEG5-N3 189209-27-6 C17H34N4O7 406.48
300224 30moc-(azido-PEG4)-L-Lysine N/A C32H43N5O9 641.71
300225 30moc-(azido-PEG4)-L-Lysine- P30P N/A C38305H42N5O9 807.76
300232 Bis-PEG3-CH2CH2COOH 96517-92-9. C10H18O7 250.25
300233 Bis-PEG4-CH2CH2COOH 31127-85-2 C12H22O8 294.3
300234 Bis-PEG5-CH2CH2COOH 439114-13-3 C14H26O8 338.35
300235 Bis-PEG6-CH2CH2COOH 119189-70-7 C16H30O10 382.4
300236 Bis-PEG7-CH2CH2COOH 94376-75-7 C18H34O11 426.46
300237 Bis-PEG9-CH2CH2COOH 1268488-70-5 C22H42O13 514.56
300238 Bis-PEG10-CH2CH2COOH N/A C24H46O14 558.61
300239 Bis-PEG11-CH2CH2COOH N/A C26H50O15 602.67
300240 Bis-PEG13-CH2CH2COOH 1053656-79-3 C30H58O17 690.77
300241 Bis-PEG14-CH2CH2COOH N/A C32H62O18 734.82
300242 Bis-PEG17-CH2CH2COOH 51178-68-8 C38H74O21 866.98
300243 Bis-PEG21-CH2CH2COOH N/A C46H90O25 1043.19
300244 Bis-PEG25-CH2CH2COOH 1268488-70-5 C54H106O29 1219.4
300245 Bis-PEG29-CH2CH2COOH N/A C62H122O33 1395.61
300260 N-Boc-PEG4-alcohol 106984-09-2 C13H27NO6 293.36
300261 N-Boc-PEG5-alcohol 1404111-67-6 C15H31NO7 337.41
300262 N-Boc-PEG6-alcohol 331242-61-6 C17H35NO8 381.46
300263 N-Boc-PEG8-alcohol 1345337-22-5 C21H43NO10 469.57
300264 N-Boc-PEG12-alcohol 159156-95-3 C29H59NO14 645.78
300265 N-Boc-PEG16-alcohol N/A C37H75NO18 821.99
300266 N-Boc-PEG24-alcohol N/A C53H107NO26 1174.41
300267 N-Boc-PEG36-alcohol N/A C77H155NO38 1703.04
300277  Boc-N-amido-PEG4-acid 756525-91-4 C16H31NO8 365.42
300278  Boc-N-amido-PEG5-acid 1347750-78-0 C18H35NO9 409.47
300279  Boc-N-amido-PEG6-acid 882847-13-4 C20H39NO10 453.52
300280  Boc-N-amido-PEG7-acid N/A C22H43NO11 497.58
300281  Boc-N-amido-PEG8-acid 1334169-93-5 C24H47NO12 541.63
300282  Boc-N-amido-PEG10-acid N/A C28H55NO14 629.74
300283  Boc-N-amido-PEG12-acid 187848-68-6 C32H63NO16 717.84
300284  Boc-N-amido-PEG24-acid 187848-68-6 C56H111NO28 1246.47
300285  Boc-N-amido-PEG36-acid 187848-68-6 C80H159NO40 1775.1
300292  Boc-N-amido-PEG4-Amine 811442-84-9 C15H32N2O6 336.42
300293  Boc-N-amido-PEG5-Amine 189209-27-6 C17H36N2O7 380.48
300294  Boc-N-amido-PEG6-Amine 1091627-77-8 C19H40N2O8 424.53
300295  Boc-N-amido-PEG7-Amine 206265-98-7 C21H44N2O9 468.58
300296  Boc-N-amido-PEG9-Amine 890091-43-7 C25H52N2O11 556.69
300297  Boc-N-amido-PEG11-Amine 198227-38-2 C29H60N2O13 644.79
300298  Boc-N-amido-PEG15-Amine 198227-38-2 C37H76N2O17 821
300299  Boc-N-amido-PEG23-Amine 198227-38-2 C53H108N2O25 1173.42
300300  Boc-N-amido-PEG5-NHS N/A C22H38N2O11 506.54
300307 30moc-N-amido-PEG4-acid 557756-85-1 C26H33NO8 487.54
300308 30moc-N-amido-PEG5-acid 882847-32-7 C28H37NO9 531.6
300309 30moc-N-amido-PEG6-acid 882847-34-9 C30H41NO10 575.65
300310 30moc-N-amido-PEG7-acid N/A C32H45NO11 619.7
300311 30moc-N-amido-PEG8-acid 756526-02-0 C34H49NO12 663.75
300312 30moc-N-amido-PEG9-acid 1191064-81-9 C36H53NO13 707.81
300313 30moc-N-amido-PEG10-Acid N/A C38H57NO14 751.86
300314 30moc-N-amido-PEG12-Acid 756526-01-9 C42H65NO16 839.96
300315 30moc-N-amido-PEG20-acid 1952360-93-8 C58H97NO24 1192.38
300316 30moc-N-amido-PEG24-acid 756526-01-9 C66H113NO28 1368.59
300317 30moc-N-amido-PEG36-acid N/A C90H161NO40 1897.22
300328 30moc-NH-PEG4-NHS 1314378-14-7 C30H36N2O10 584.61
300329 30moc-NH-PEG5-NHS 1402080-11-8 C32H40N2O11 628.67
300330 30moc-NH-PEG6-NHS 1818294-31-3 C34H44N2O12 672.72
300331 30moc-NH-PEG8-NHS 1334170-03-4 C38H52N2O14 760.83
300332 30moc-NH-PEG12-NHS N/A C46H68N2O18 937.03
300442 Hydroxy-PEG6-CH2CH2COOH 1347750-85-9 C15H30O9 354.39
300443 Hydroxy-PEG8-CH2CH2COOH 937188-60-8 C19H38O11 442.5
300444 Hydroxy-PEG12-CH2CH2COOH N/A C27H54O15 618.71
300445 Hydroxy-PEG14-CH2CH2COOH N/A C31H62O17 706.8
300446 Hydroxy-PEG16-CH2CH2COOH N/A C35H70O19 794.92
300467 Hydroxy-PEG6-CH2CH2COOtBu 361189-64-2 C19H38O9 410.5
300468 Hydroxy-PEG8-CH2CH2COOtBu 1334177-84-2 C23H46O11 498.61
300469 Hydroxy-PEG9-CH2CH2COOtBu N/A C25H50O12 542.66
300470 Hydroxy-PEG10-CH2CH2COOtBu 778596-26-2 C27H54O13 586.71
300471 Hydroxy-PEG12-CH2CH2COOtBu 892154-71-1 C31H62O15 674.82
300472 Hydroxy-PEG13-CH2CH2COOtBu N/A C33H66O16 718.87
300473 Hydroxy-PEG14-CH2CH2COOtBu N/A C35H70O17 762.92
300474 Hydroxy-PEG16-CH2CH2COOtBu 1186025-29-5 C39H78O19 851.03
300475 Hydroxy-PEG20-CH2CH2COOtBu N/A C47H94O23 1027.23
300476 Hydroxy-PEG24-CH2CH2COOtBu 1186025-29-5 C55H110O27 1203.45
300487 Amino-PEG6-alcohol 39160-70-8 C12H27NO6 281.35
300488 Amino-PEG7-alcohol 1425973-14-3 C14H31NO7 325.4
300489 Amino-PEG8-alcohol 352439-37-3 C16H35NO8 369.45
300490 Amino-PEG10-alcohol 129449-09-8 C20H43NO10 457.56
300491 Amino-PEG12-alcohol 933789-97-0 C24H51NO12 545.66
300492 Amino-PEG24-alcohol 933789-97-0 C48H99NO24 1074.29
300493 Amino-PEG36-alcohol 933789-97-0 C72H147NO36 1602.92
300503 Methyl-PEG8-alcohol 25990-96-9 C17H36O9 384.46
300504 Methyl-PEG9-alcohol 6048-68-6 C19H40O10 428.52
300505 Methyl-PEG10-alcohol 27425-92-9 C21H44O11 472.57
300506 Methyl-PEG11-alcohol 114740-40-8 C23H48O12 516.62
300507 Methyl-PEG12-alcohol 5702-16-9 C25H52O13 560.67
300508 Methyl-PEG15-alcohol 9004-74-4 C31H64O16 692.83
300509 Methyl-PEG16-alcohol 133604-58-7 C33H68O17 736.88
300510 Methyl-PEG19-alcohol N/A C39H80O20 869.04
300511 Methyl-PEG23-alcohol N/A C47H96O24 1045.25
300512 Methyl-PEG24-alcohol 114740-40-8 C49H100O25 1089.3
300513 Methyl-PEG36-alcohol 114740-40-8 C73H148O37 1617.93
300514 Methyl-PEG48-alcohol 114740-40-8 C97H196O49 2146.56
300520 PropargylPEG6-alcohol 1036204-60-0 C13H24O6 276.33
300521 PropargylPEG7-alcohol 944560-99-0 C15H28O7 320.38
300522 PropargylPEG8-alcohol 1422023-54-8 C17H32O8 364.43
300523 PropargylPEG9-alcohol 1351556-81-4 C19H36O9 408.48
300524 PropargylPEG10-alcohol N/A C21H40O10 452.54
300525 PropargylPEG13-alcohol 1036204-61-1 C27H52O13 584.69
300526 PropargylPEG14-alcohol N/A C29H56O14 628.75
300527 PropargylPEG18-alcohol N/A C37H72O18 804.96
300544 PEG11 5579-66-8 C20H42O11 458.54
300545 PEG12 6809-70-7 C22H46O12 502.59
300546 PEG13 6790-0 9-6 C24H50O13 546.65
300547 PEG15 1189112-05-7 C28H58O15 634.75
300548 PEG16 28821-35-4 C30H62O16 678.8
300549 PEG17 4669-05-0 C32H66O17 722.86
300550 PEG18 351342-04-6 C34H70O18 766.91
300551 PEG22 928211-42-1 C42H86O22 943.12
300552 PEG24 N/A C48H98O25 1075.28
300562 Methyl-PEG6-acid 1347750-72-4 C14H28O8 324.37
300563 Methyl-PEG7-acid 874208-91-0 C16H32O9 368.42
300564 Methyl-PEG8-CH2CH2COOH 1093647-41-6 C18H36O10 412.47
300565 Methyl-PEG9-CH2CH2COOH N/A C20H40O11 456.53
300566 Methyl-PEG10-CH2CH2COOH N/A C22H44O12 500.58
300567 Methyl-PEG11-CH2CH2COOH N/A C24H48O13 544.63
300568 Methyl-PEG12-CH2CH2COOH 125220-94-2 C26H52O14 588.68
300569 Methyl-PEG13-CH2CH2COOH 1239588-11-4 C28H56O15 632.74
300570 Methyl-PEG16-CH2CH2COOH 125220-94-2 C34H68O18 764.89
300571 Methyl-PEG17-CH2CH2COOH N/A C36H72O19 808.95
300572 Methyl-PEG24-CH2CH2COOH 125220-94-2 C50H100O26 1117.31
300573 Methyl-PEG25-CH2CH2COOH 125220-94-2 C52H104O27 1161.37
300574 Methyl-PEG37-CH2CH2COOH N/A C52H104O27 1690
300575 Methyl-PEG49-CH2CH2COOH 125220-94-2 C100H200O51 2218.63
300591 Methyl-PEG8-amine 869718-81-0 C17H37NO8 383.48
300592 Methyl-PEG9-amine 211859-73-3 C19H41NO9 427.53
300593 Methyl-PEG10-amine 1383658-09-0 C21H45NO10 471.58
300594 Methyl-PEG11-amine 854601-60-8 C23H49NO11 515.64
300595 Methyl-PEG12-amine 869718-87-6 C25H53NO12 559.69
300596 Methyl-PEG15-amine N/A C31H65NO15 691.85
300597 Methyl-PEG24-amine 32130-27-1 C49H101NO24 1088.32
300598 Methyl-PEG36-amine 32130-27-1 C73H149NO36 1616.95
300599 Methyl-PEG48-amine 32130-27-1 C97H197NO48 2145.58
300617 Methyl-PEG8-Mal 1334169-90-2 C24H42N2O11 534.6
300618 Methyl-PEG12-Mal 88504-24-9 C32H58N2O15 710.81
300619 Methyl-PEG24-Mal 88504-24-9 C56H106N2O27 1239.44
300620 Methyl-PEG36-Mal 88504-24-9 C80H154N2O39 1768.07
300621 Methyl-PEG48-Mal 88504-24-9 C104H202N2O51 2296.7
300631 Methyl-PEG8-NHS 756525-90-3 C22H39NO12 509.55
300632 Methyl-PEG9-NHS 1316189-13-5 C24H43NO13 553.6
300633 Methyl-PEG11-NHS N/A C28H51NO15 641.7
300634 Methyl-PEG12-NHS 174569-25-6 C30H55NO16 685.76
300635 Methyl-PEG13-NHS 174569-25-6 C32H59NO17 729.81
300636 Methyl-PEG24-NHS 174569-25-6 C54H103NO28 1214.39
300648 Methyl-PEG7-tBu ester 874208-90-9 C20H40O9 424.53
300649 Methyl-PEG12-tBu ester N/A C30H60O14 644.79
300669 Mal-PEG4-CH2CH2COOH 518044-41-2 C15H23NO8 345.35
300670 Mal-PEG5-acid 1286755-26-7 C17H27NO9 389.4
300671 Mal-PEG6-CH2CH2COOH 518044-42-3 C19H31NO10 433.45
300672 Mal-PEG8-CH2CH2COOH 1818294-46-0 C23H39NO12 521.56
300681 Mal-PEG4-NHS 1325208-25-0 C19H26N2O10 442.42
300684 Mal-PEG8-NHS N/A C27H42N2O14 618.63
300688 Mal-PEG4-P30P 1415800-42-8 C21305H22NO8 511.39
300690 Mal-PEG6-P30P 1599486-33-5 C25305H30NO10 599.5
300699 Mal-Amido-PEG4-acid 1263045-16-4 C18H28N2O9 416.42
300700 Mal-amido-PEG6-acid 1334177-79-5 C22H36N2O11 504.53
300701 Mal-amido-PEG8-acid 1334177-86-4 C26H44N2O13 592.63
300702 Mal-amido-PEG10-acid N/A C30H52N2O15 680.74
300703 Mal-amido-PEG12-acid 871133-36-7 C34H60N2O17 768.84
300704 Mal-N-amido-PEG24-CH2CH2COOH 871133-36-7 C58H108N2O29 1297.47
300706 Mal-amido-PEG4-NHS 756525-99-2 C22H31N3O11 513.5
300707 Mal-amido-PEG6-NHS 1137109-21-7 C26H39N3O13 601.6
300708 Mal-amido-PEG8-NHS 756525-93-6 C30H47N3O15 689.71
300709 Mal-amido-PEG12-NHS 756525-92-5 C38H63N3O19 865.92
300710 Mal-amido-PEG24-NHS 326003-46-7 C62H111N3O31 1394.55
300727 Bis-Mal-PEG6 N/A C28H42N4O12 626.65
300728 Bis-Mal-PEG11 N/A C38H62N4O17 846.92
300729 Bis-Mal-PEG19 N/A C54H94N4O25 1199.34
300741 Amino-PEG6-CH2CH2COOH 905954-28-1 C15H31NO8 353.41
300742 Amino-PEG8-CH2CH2COOH 756526-04-2 C19H39NO10 441.51
300743 Amino-PEG9-CH2CH2COOH 1191079-83-0 C21H42NO11 484.56
300744 Amino-PEG10-CH2CH2COOH 1818294-41-5 C23H47NO12 529.62
300745 Amino-PEG12-CH2CH2COOH 1186194-33-1 C27H55NO14 617.72
300747 Amino-PEG16-CH2CH2COOH 196936-04-6 C35H71NO18 793.93
300748 Amino-PEG20-CH2CH2COOH N/A C43H87NO22 970.14
300749 Amino-PEG23-CH2CH2COOH N/A C49H99NO25 1102.3
300750 Amino-PEG24-CH2CH2COOH 756526-07-4 C51H103NO26 1146.35
300751 Amino-PEG25-CH2CH2COOH N/A C53H107NO27 1190.41
300752 Amino-PEG28-CH2CH2COOH N/A C59H119NO30 1322.56
300753 Amino-PEG32-CH2CH2COOH N/A C67H135NO34 1498.78
300754 Amino-PEG36-CH2CH2COOH 756526-07-4 C75H151NO38 1674.98
300769 Azido-PEG8-acid 1214319-92-2 C19H37N3O10 467.51
300770 Azido-PEG9-acid 1670249-37-2 C21H41N3O11 511.56
300771 Azido-PEG10-acid 1644163-57-4 C23H45N3O12 555.62
300772 Azido-PEG12-acid 1167575-20-3 C27H53N3O14 643.72
300773 Azido-PEG24-acid 1167575-20-3 C51H101N3O26 1172.35
300779 Cbz-N-amido-PEG4-acid 756526-00-8 C19H29NO8 399.44
300780 Cbz-N-amido-PEG5-acid 1347750-74-6 C21H33NO9 443.49
300781 Cbz-N-amido-PEG6-acid 1334177-80-8 C23H37NO10 487.54
300782 Cbz-N-amido-PEG8-acid 1334177-87-5 C27H45NO12 575.65
300783 Cbz-N-amido-PEG10-acid N/A C31H53NO14 663.75
300787 Biotin-PEG4-Acid 721431-18-1 C21H37N3O8S 491.6
300788 Biotin-PEG6-Acid 1352814-10-8 C25H45N3O10S 579.71
300789 Biotin-PEG8-acid N/A C29H53N3O12S 667.81
300790 Biotin-PEG12-Acid 1621423-14-0 C37H69N3O16S 844.02
300791 Biotin-PEG24-Acid 721431-18-1 C61H117N3O28S 1372.65
300808 HOOCCH2CH2-PEG4-NHS 1343476-41-4 C18H29NO11 435.42
300809 HOOCCH2CH2-PEG8-NHS 1895916-27-4 C26H45NO15 611.63
300810 HOOCCH2CH2-PEG12-NHS N/A C34H61NO19 787.84
300811 HOOCCH2CH2-PEG24-NHS N/A C58H109NO31 1316.47
300819 Azido-PEG6-NHS N/A C19H32N4O10 476.48
300820 Azido-PEG8-NHS 1204834-00-3 C23H40N4O12 564.58
300821 Azido-PEG12-NHS 1610796-02-5 C31H56N4O16 740.79
300943 Thiol-PEG8-acid 866889-02-3 C19H38O10S 458.57
300944 Thiol-PEG12-acid 1032347-93-5 C27H54O14S 634.78
300973 S-acetyl-PEG6-alcohol 1352221-63-6 C14H28O7S 340.43
300974 S-acetyl-PEG8 alcohol 1334177-81-9 C18H36O9S 428.54
300975 S-acetyl-PEG12 alcohol N/A C26H52O13S 604.75
300976 S-acetyl-PEG16 alcohol N/A C34H68O17S 780.96
300977 S-acetyl-PEG20 alcohol N/A C42H84O21S 957.17
300986 SPDP-PEG8-acid 1334177-96-6 C27H46N2O11S2 638.79
300987 SPDP-PEG12-acid N/A C35H62N2O15S2 815
300988 SPDP-PEG24-acid N/A C59H110N2O27S2 1343.63
300989 SPDP-PEG36-acid N/A C83H158N2O39S2 1872.27
300990 SPDP-PEG4-NHS 1334177-95-5 C23H33N3O9S2 559.66
300991 SPDP-PEG6-NHS 1818294-32-4 C27H41N3O11S2 647.76
300992 SPDP-PEG8-NHS 1252257-56-9 C31H49N3O13S2 735.87
300993 SPDP-PEG12-NHS N/A C39H65N3O17S2 912.08
300994 SPDP-PEG-24-NHS N/A C64H114N2O29S2 1439.72
300995 SPDP-PEG36-NHS N/A C88H162N2O41S2 1968.35
300996 SPDP-PEG6-tBu ester 1818294-34-6 C27H46N2O9S2 606.79
300997 Boc-Ser(Azido-PEG3)-OH 1101193-38-7 C14H26N4O7 362.38
300998 Boc-Ser(mPEG2)-OH 150438-69-0 C13H25NO7 307.34
300999 N-Boc-O-(2-benzyloxyethyl)-L-serine N/A C17H25NO6 339.39
301000 N-CBz-O-(2-benzyloxyethyl)-L-serine 159526-79-1 C20H23NO6 373.41
301001 Cbz-Ser(azido-PEG2)-OH 159526-82-6 C15H20N4O6 352.35
301002 (+)-(2S)-9-benzyloxy-2-(N-benzyloxycarbonylamino)-
4,7-dioxanonanoic acid
159526-80-4 C22H27NO7 417.46
301003 (+)-(2S)-12-azido-2-(N-benzyloxycarbonylamino)-
4,7,10-trioxadodecanoic acid
159526-83-7 C17H24N4O7 396.4
301004 (+)-(2S)-12-benzyloxy-2-(N-benzyloxycarbonylamino)-
4,7,10-trioxadodecanoic acid
159526-81-5 C24H31NO8 461.51
301005 Boc-Ser(MPEG1)-OH N/A C11H21NO6 263.29
301006 N-benzyloxycarbonyl-3-{2-[2-(2-methoxyethoxy)
ethoxy]ethyl}-L-serine
919297-27-1 C18H27NO8 385.41
301007 30moc-Ser(azido-PEG3)-OH 1101193-41-2 C24H28N4O7 484.51
301008 Boc-Ser(azido-PEG2)-OH N/A C12H22N4O6 318.33
301009 Boc-Ser(azido-PEG4)-OH N/A C16H30N4O8 406.44
301010 30moc-Tyr(azido-PEG3)-OH 1263721-25-0 C30H32N4O7 560.61
301011 Boc-Tyr(PEG3)-OH N/A C20H31NO8 413.47
301012 Boc-Tyr(azido-PEG3)-OH N/A C20H30N4O7 438.48
301013 30moc-Lys(azido-Peg5)-OH N/A C34H47N5O10 685.78
301014 Nα-30moc-lysine(mPEG24)-OH N/A C71H122N2O29 1467.75
301015 N2-30luorenylmethoxycarbonyl-N4-{14-tertBuoxycarbonyl-
3,6,9,12-tetraoxatetradecyl}-L-asparagine
930806-24-9 C34H46N2O11 658.75
301016 Biotin-PEG2-NHS 596820-83-6 C21H32N4O8S 500.57
301017 Biotin-PEG3-NHS 1253286-56-4 C23H36N4O9S 544.62
301018 Biotin-PEG4-NHS 459426-22-3 C25H40N4O10S 588.67
301019 Biotin-PEG6-NHS N/A C29H48N4O12S 676.78
301020 Biotin-PEG8-NHS N/A C33H56N4O14S 764.88
301021 Biotin-PEG12-NHS 365441-71-0 C41H72N4O18S 941.09
301022 Biotin-PEG24-NHS N/A C65H120N4O30S 1469.73

Not for direct human use.

Resource

PEGylation is the process of both covalent and non-covalent attachment or amalgamation of polyethylene glycol (PEG, in pharmacy called macrogol) polymer chains to molecules and macrostructures, such as a drug, therapeutic protein or vesicle, which is then described as PEGylated. PEGylation is routinely achieved by the incubation of a reactive derivative of PEG with the target molecule. The covalent attachment of PEG to a drug or therapeutic protein can "mask" the agent from the host's immune system (reducing immunogenicity and antigenicity), and increase its hydrodynamic size (size in solution), which prolongs its circulatory time by reducing renal clearance. PEGylation can also provide water solubility to hydrophobic drugs and proteins. Having proven its pharmacological advantages and acceptability, PEGylation technology is the foundation of a growing multibillion-dollar industry.

PEGylated pharmaceuticals on the market

The attachment of an inert and hydrophilic polymer was first reported around 1970 to extend blood life and control immunogenicity of proteins. Polyethylene glycol was chosen as the polymer. In 1981 Davis and Abuchowski founded Enzon, Inc., which brought three PEGylated drugs to market. Abuchowski later founded and is CEO of Prolong Pharmaceuticals.

The clinical value of PEGylation is now well established. ADAGEN (pegademase bovine) manufactured by Enzon Pharmaceuticals, Inc., US was the first PEGylated protein approved by the U.S. Food and Drug Administration (FDA) in March 1990, to enter the market. It is used to treat a form of severe combined immunogenicity syndrome (ADA-SCID), as an alternative to bone marrow transplantation and enzyme replacement by gene therapy. Since the introduction of ADAGEN, a large number of PEGylated protein and peptide pharmaceuticals have followed and many others are under clinical trial or under development stages. Sales of the two most successful products, Pegasys and Neulasta, exceeded $5 billion in 2011. All commercially available PEGylated pharmaceuticals contain methoxypoly(ethylene glycol) or mPEG. PEGylated pharmaceuticals on the market (in reverse chronology by FDA approval year) have included:

  • Pegvaliase (Biomarin) – PEGylated recombinant phenylalanine ammonia-lyase for the treatment of Phenylketonuria, approved by the FDA for the US in May 2018.
  • Adynovate – PEGylated Antihemophilic Factor VIII for the treatment of patients with hemophilia A. (Baxalta, 2015)
  • Plegridy – PEGylated Interferon Beta-1a for the treatment of patients with relapsing forms of multiple sclerosis. (Biogen, 2014)
  • Naloxegol (Movantik) – PEGylated naloxol for the treatment of opioid-induced constipation in adults patients with chronic non-cancer pain (un-pegylated methadone can cause adverse gastrointestinal reactions). (AstraZeneca, 2014)
  • Peginesatide (Omontys) – once-monthly medication to treat anemia associated with chronic kidney disease in adult patients on dialysis (Affymax/Takeda Pharmaceuticals, 2012)
  • Pegloticase (Krystexxa) – PEGylated uricase for the treatment of gout (Savient, 2010)
  • Certolizumab pegol (Cimzia) – monoclonal antibody for treatment of moderate to severe rheumatoid arthritis and Crohn's disease, an inflammatory gastrointestinal disorder (Nektar/UCB Pharma, 2008)
  • Methoxy polyethylene glycol-epoetin beta (Mircera) – PEGylated form of erythropoietin to combat anemia associated with chronic kidney disease (Roche, 2007)
  • Pegaptanib (Macugen) – used to treat neovascular age-related macular degeneration (Pfizer, 2004)
  • Pegfilgrastim (Neulasta) – PEGylated recombinant methionyl human granulocyte colony-stimulating factor for severe cancer chemotherapy-induced neutropenia (Amgen, 2002)
  • Pegvisomant (Somavert) – PEG-human growth hormone mutein antagonist for treatment of Acromegaly (Pfizer, 2002)
  • Peginterferon alfa-2a (Pegasys) – PEGylated interferon alpha for use in the treatment of chronic hepatitis C and hepatitis B (Hoffmann-La Roche, 2002)
  • Peginterferon alfa-2b (PegIntron) – PEGylated interferon alpha for use in the treatment of chronic hepatitis C and hepatitis B (Schering-Plough/Enzon, 2000)
  • Doxorubicin HCl liposome (Doxil/Caelyx) – PEGylated liposome containing doxorubicin for the treatment of cancer (Alza, 1995)
  • Pegaspargase (Oncaspar) – PEGylated L-asparaginase for the treatment of acute lymphoblastic leukemia in patients who are hypersensitive to the native unmodified form of L-asparaginase (Enzon, 1994). This drug was recently approved for front line use.
  • Pegademase bovine (Adagen) – PEG-adenosine deaminase for the treatment of severe combined immunodeficiency disease (SCID) (Enzon, 1990)

PEG−Peptide Conjugates by Ian W. Hamley

Recommended reading

  1. Hermanson, G.T. (2013). 3rd Edition. Bioconjugate Techniques, Academic Press.
  2. Harris, J. M. and Zalipsky, S. Eds (1997). Poly(ethylene glycol), Chemistry and Biological Applications, ACS Symposium Series, 680.
  3. Harris, J. M. and Kozlowski, A. (2001). Improvements in protein PEGylation: pegylated interferons for treatment of hepatitis C. J. Control Release 72, 217-224.
  4. Veronese, F. and Harris, J.M. Eds. (2002). Peptide and protein PEGylation. Advanced Drug Delivery Review 54(4), 453-609.
  5. Prime, K.L. and Whitesides, G.M. (1991). Self-assembled organic monolayers: model systems for studying absorption of proteins at surfaces. Science 252:1164.
  6. Bentzen, E.L., et al. (2005). Surface modification to reduce non-specific binding of quantum dots in live cell assays. Bioconjugate Chem 16:1488-94.
  7. Lin, P-C., et al. (2006). Ethylene glycol-protected magnetic nanoparticles for a multiplexed immunoassay in human plasma. Small 2(4):485-9.
  8. Zheng, M., et al. (2003). Ethylene glycol monolayer protected nanoparticles for eliminating nonspecific binding with biological molecules. J Am Chem Soc 125:7790-1.
  9. Verma, A. and Rotello, V.M. (2005). Surface recognition of biomacromolecules using nanoparticle receptors. Chem Commun 3:303-12.
  10. Kidambi, S., et al. (2004). Selective depositions on polyelectrolyte multilayers: self-assembled monolayers of m-dPEG acid as molecular template. J Am Chem Soc 126:4697-4703.