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792047

Sigma-Aldrich

2-Bromoisobutanoic acid N-hydroxysuccinimide ester

98% (GC)

Synonym(s):

1-(2-Bromo-2-methyl-1-oxopropoxy)-2,5-pyrrolidinedione, 2,5-Dioxopyrrolidin-1-yl 2-bromo-2-methylpropanoate, 2-Bromo-2-methyl-propanoic acid 2,5-dioxo-1-pyrrolidinyl ester, 2-Bromoisobutyryl(N-hydroxysuccinimide), N-Hydroxysuccinimidyl 2-bromo-2-methylpropionate, NHS ATRP initiator, NHS protected Bromoisobutyrate, NHS-BiB

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About This Item

Empirical Formula (Hill Notation):
C8H10BrNO4
CAS Number:
728034-24-0
Molecular Weight:
264.07
MDL number:
MFCD28053557
UNSPSC Code:
12162002
PubChem Substance ID:
329768309
NACRES:
NA.23

Quality Level

100

Assay

98% (GC)

form

liquid

mp

135-140 °C

storage temp.

2-8°C

SMILES string

O=C1N(OC(C(C)(C)Br)=O)C(CC1)=O

InChI

1S/C8H10BrNO4/c1-8(2,9)7(13)14-10-5(11)3-4-6(10)12/h3-4H2,1-2H3

InChI key

QBJWGGWPQPRVKW-UHFFFAOYSA-N

Application

Atom transfer radical polymerization (ATRP) initiator with an NHS ester moiety for conjugation chemistry, useful for biological ligations.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCL8289
MKBR5489V

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Bhalchandra S Lele et al.
Biomacromolecules, 6(6), 3380-3387 (2005-11-15)
We have developed a novel technique to synthesize near-uniform protein-polymer conjugates by initiating atom transfer radical polymerization of monomethoxy poly(ethylene glycol)-methacrylate from 2-bromoisobutyramide derivatives of chymotrypsin (a protein-initiator). Polymerization initiated from the monosubstituted protein-initiator resulted in the conjugate containing a
Bailey Risteen et al.
Small (Weinheim an der Bergstrasse, Germany), 14(46), e1802060-e1802060 (2018-09-11)
A thermally "switchable" liquid-crystalline (LC) phase is observed in aqueous suspensions of cellulose nanocrystals (CNCs) featuring patchy grafts of the thermoresponsive polymer poly(N-isopropylacrylamide) (PNIPAM). "Patchy" polymer decoration of the CNCs is achieved by preferential attachment of an atom transfer radical
Shuaidong Huo et al.
Nature chemistry, 13(2), 131-139 (2021-01-31)
Pharmaceutical drug therapy is often hindered by issues caused by poor drug selectivity, including unwanted side effects and drug resistance. Spatial and temporal control over drug activation in response to stimuli is a promising strategy to attenuate and circumvent these

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