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01042

Sigma-Aldrich

N-Acetyl-L-cysteine methyl ester

≥90% (HPLC)

Synonym(s):

N-acetyl-L-cysteine methyl ester

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About This Item

Empirical Formula (Hill Notation):
C6H11NO3S
CAS Number:
Molecular Weight:
177.22
Beilstein:
1724357
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥90% (HPLC)

form

powder or crystals

optical activity

[α]20/D −24.0±3°, c = 1% in methanol

reaction suitability

reaction type: solution phase peptide synthesis

color

white to faint yellow

mp

77-81 °C

application(s)

peptide synthesis

SMILES string

COC(=O)[C@H](CS)NC(C)=O

InChI

1S/C6H11NO3S/c1-4(8)7-5(3-11)6(9)10-2/h5,11H,3H2,1-2H3,(H,7,8)/t5-/m0/s1

InChI key

QTKAQJWFVXPIFV-YFKPBYRVSA-N

Other Notes

Sulfur transfer agent

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A. Gilman et al.
Tetrahedron Letters, 33, 1751-1751 (1993)
Renu A Kowluru et al.
Laboratory investigation; a journal of technical methods and pathology, 96(10), 1040-1049 (2016-07-28)
Diabetes elevates matrix metalloproteinase-9 (MMP-9) in the retina and its capillary cells, and activated MMP-9 damages mitochondria, accelerating retinal capillary cell apoptosis, a phenomenon which precedes the development of retinopathy. Diabetes also favors epigenetic modifications regulating the expression of many
Jianfen Guo et al.
The Journal of biological chemistry, 286(8), 6500-6509 (2010-12-16)
Protein kinase D (PKD) exists as a family of structurally related enzymes that are activated through similar phosphorylation-dependent mechanisms involving protein kinase C (PKC). While individual PKD isoforms could in theory mediate distinct biological functions, previous studies identify a high
Amy E M Beedle et al.
Nature communications, 9(1), 3155-3155 (2018-08-10)
Mechanical force modifies the free-energy surface of chemical reactions, often enabling thermodynamically unfavoured reaction pathways. Most of our molecular understanding of force-induced reactivity is restricted to the irreversible homolytic scission of covalent bonds and ring-opening in polymer mechanophores. Whether mechanical

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