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Merck
모든 사진(1)

문서

776181

Sigma-Aldrich

3-(2-Acetoxy-4,6-dimethylphenyl)-3-methylbutyric acid N-succinimidyl ester

95%

동의어(들):

3-(2-Acetoxy-4,6-dimethylphenyl)-3-methylbutyric acid N-hydroxysuccinimide ester, Trimethyl lock NHS, Trimethyl lock succinimidyl ester

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About This Item

실험식(Hill 표기법):
C19H23NO6
Molecular Weight:
361.39
MDL number:
UNSPSC 코드:
12352106
PubChem Substance ID:
NACRES:
NA.22

분석

95%

형태

solid

mp

107-112 °C

저장 온도

2-8°C

SMILES string

CC(=O)Oc1cc(C)cc(C)c1C(C)(C)CC(=O)ON2C(=O)CCC2=O

InChI

1S/C19H23NO6/c1-11-8-12(2)18(14(9-11)25-13(3)21)19(4,5)10-17(24)26-20-15(22)6-7-16(20)23/h8-9H,6-7,10H2,1-5H3

InChI key

KMNOKEFBKJGRFL-UHFFFAOYSA-N

애플리케이션

This ′trimethyl lock′ derivative is activated with a succinimidyl ester for modification of amine containing compounds and biomolecules. After modification of your amine of interest, your now ′masked′ molecule can be released by cleavage of the ester, which can be achieved by cellular esterases. This triggers a rapid lactonization reaction of the ′trimethyl lock′ to regenerate your original amine-containing molecule. This approach has been applied to release of fluorophores, peptides, nucleic acids as well as small molecule drugs.

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


시험 성적서(COA)

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문서 라이브러리 방문

Michael N Levine et al.
Chemical science, 3(8), 2412-2420 (2012-11-28)
The trimethyl lock is an o-hydroxydihydrocinnamic acid derivative in which unfavorable steric interactions between three pendant methyl groups encourage lactonization to form a hydrocoumarin. This reaction is extremely rapid, even when the electrophile is an amide and the leaving group
Michael N Levine et al.
Molecules (Basel, Switzerland), 13(2), 204-211 (2008-02-29)
p-Nitrophenyl acetate is the most commonly used substrate for detecting the catalytic activity of esterases, including those that activate prodrugs in human cells. This substrate is unstable in aqueous solution, limiting its utility. Here, a stable chromogenic substrate for esterases

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