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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:
7652-46-2
Molecular Weight:
177.22
Beilstein:
1724357
MDL number:
MFCD00237476
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
329747190
NACRES:
NA.22

Quality Level

100

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

01042-VAR:
01042-25G:
01042-BULK:
01042-5G:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF9711
BCCD2213
BCCD1270
BCBZ1814
BCBT9034

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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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