901644
Methoxy poly(ethylene glycol) KAT
PEG average Mn 5,000
Sinônimo(s):
KAT PEG 5k, mPEG KAT
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About This Item
Fórmula linear:
H3CO[CH2CH2O]nCH2CH2O(C6H3BF3KNO)
Código UNSPSC:
51171641
NACRES:
NA.23
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forma
powder or solid
peso molecular
PEG average Mn 5,000
PEG ~5,000 Da
cor
off-white to pale yellow
temperatura de armazenamento
2-8°C
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Descrição geral
Methoxy poly(ethylene glycol) 2-pyridyl KAT 5K (mPEG KAT 5K) 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.
Código de classe de armazenamento
11 - Combustible Solids
Classe de risco de água (WGK)
WGK 3
Ponto de fulgor (°F)
Not applicable
Ponto de fulgor (°C)
Not applicable
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Critical evaluation and rate constants of chemoselective ligation reactions for stoichiometric conjugations in water.
Saito F, et al.
ACS Chemical Biology, 10, 1026-1033 (2016)
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)
Fumito Saito et al.
ACS chemical biology, 10(4), 1026-1033 (2015-01-13)
Chemoselective ligation reactions have contributed immensely to the development of organic synthesis and chemical biology. However, the ligation of stoichiometric amounts of large molecules for applications such as protein-protein conjugates is still challenging. Conjugation reactions need to be fast enough
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
Amide-forming ligation of acyltrifluoroborates and hydroxylamines in water.
Aaron M Dumas et al.
Angewandte Chemie (International ed. in English), 51(23), 5683-5686 (2012-04-28)
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