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Merck
CN

901642

Methoxy poly(ethylene glycol) KAT

PEG average Mn 10,000

Synonym(s):

KAT PEG 10k, mPEG KAT

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About This Item

Linear Formula:
H3CO[CH2CH2O]nCH2CH2O(C6H3BF3KNO)
NACRES:
NA.23
UNSPSC Code:
51171641
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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

Methoxy poly(ethylene glycol) KAT 10K (mPEG KAT 10K) is a monofunctional, methyl ether PEG featuring a terminal potassium acyltrifluoroborate 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.


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Related Content

Bode Group creates N-mesityl-NHC catalysts for enantioselective annulations and SnAP reagents for one-pot aldehyde conversion into N-heterocycles.


Critical evaluation and rate constants of chemoselective ligation reactions for stoichiometric conjugations in water.
Saito, et al.
ACS Chemical Biology, 10, 1026-1033 (2015)
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)
Alberto Osuna Gálvez et al.
Journal of the American Chemical Society, 139(5), 1826-1829 (2017-01-25)
Current methods for constructing amide bonds join amines and carboxylic acids by dehydrative couplings-processes that usually require organic solvents, expensive and often dangerous coupling reagents, and masking other functional groups. Here we describe an amide formation using primary amines and



Global Trade Item Number

SKUGTIN
901642-500MG04061834898948