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901645

Sigma-Aldrich

Methoxy poly(ethylene glycol) KAT

PEG average Mn 20,000

Sinónimos:

KAT PEG 20k, mPEG KAT

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About This Item

Fórmula lineal:
H3CO[CH2CH2O]nCH2CH2O(C6H3BF3KNO)
Código UNSPSC:
51171641
NACRES:
NA.23

Formulario

powder or solid

mol peso

PEG average Mn 20,000
PEG ~20,000 Da

color

off-white to pale yellow

temp. de almacenamiento

2-8°C

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Descripción general

Methoxy poly(ethylene glycol) KAT 20K (mPEG KAT 20K) 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 clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

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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
Hidetoshi Noda et al.
Journal of the American Chemical Society, 136(15), 5611-5614 (2014-04-02)
The identification of fast, chemoselective bond-forming reactions is one of the major contemporary challenges in chemistry. We show that chemoselective amide-forming ligations of potassium acyltrifluoroborates (KATs) and O-carbamoylhydroxylamines proceed in the presence of all unprotected functional groups with a second-order
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)
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

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