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Merck
CN

901635

Poly(ethylene glycol) bis(2-pyridyl KAT)

PEG average Mn 10,000

Synonym(s):

KAT PEG, bis KAT PEG, di KAT PEG

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About This Item

Linear Formula:
(C6H3BF3KNO)O[CH2CH2O]nCH2CH2O(C6H3BF3KNO)
NACRES:
NA.23
UNSPSC Code:
12352005
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form

powder or solid

mol wt

PEG average Mn 10,000, PEG ~10,000 Da

color

off-white to pale yellow

storage temp.

2-8°C

General description

Poly(ethylene glycol) bis(2-pyridyl KAT) is a homobifunctional PEG featuring terminal potassium acyltrifluoroborate reactive groups for facile, rapid functionalization. Potassium acyltrifluoroborates (KATs) are stable functional groups that undergo rapid amide-forming ligations with hydroxylamines in aqueous media, in the presence of unprotected functional groups. In addition to its compatibility, these reactions proceed relatively quickly, lending to their use with sensitive biological reagents. This conjugation reaction offers a new approach to the synthesis of complex molecules without the complication of side reactions, such protein-polymer conjugates. KATs also undergo amide or imide-forming ligations in acidic conditions when reacted with primary amines or amides, respectively, as an alternative to classical acylation chemistry. Poly(ethylene glycol) bis(2-pyridyl KAT)s have been recently used in the rapid PEGylation and dimerization of expressed, folded protiens in near equimolar conditions, demonstrating the potential for these materials in a wide variety of drug delivery applications.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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PEGylation and Dimerization of Expressed Proteins under Near Equimolar Conditions with Potassium 2-Pyridyl Acyltrifluoroborates.
White CJ, et al.
ACS central science (2017)
Potassium Acyltrifluoroborate (KAT) Ligations are Orthogonal to Thiol-Michael and SPAAC Reactions: Covalent Dual Immobilization of Proteins onto Synthetic PEG Hydrogels.
Mazunin D, et al.
Helvetica Chimica Acta, 100(2) (2017)
Critical evaluation and rate constants of chemoselective ligation reactions for stoichiometric conjugations in water.
Saito, et al.
ACS Chemical Biology, 10, 1026-1033 (2015)



Global Trade Item Number

SKUGTIN
901635-500MG04061834898924