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Key Documents

01310

Sigma-Aldrich

N-Acetyl-L-methionine

≥98.5% (T)

Synonym(s):

N-acetyl-L-lysine

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About This Item

Linear Formula:
CH3SCH2CH2CH(NHCOCH3)CO2H
CAS Number:
Molecular Weight:
191.25
Beilstein:
1725552
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥98.5% (T)
≥98.5% (TLC)

form

powder or crystals

optical activity

[α]20/D -21.0±1.0°, c = 1% in H2O

reaction suitability

reaction type: solution phase peptide synthesis

mp

103-106 °C (lit.)

solubility

methanol: 50 mg/mL, clear to very slightly hazy, colorless

application(s)

peptide synthesis

SMILES string

CSCC[C@H](NC(C)=O)C(O)=O

InChI

1S/C7H13NO3S/c1-5(9)8-6(7(10)11)3-4-12-2/h6H,3-4H2,1-2H3,(H,8,9)(H,10,11)/t6-/m0/s1

InChI key

XUYPXLNMDZIRQH-LURJTMIESA-N

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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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Agnieszka Kołodziejczak-Radzimska et al.
Biotechnology progress, 34(3), 767-777 (2018-01-10)
Acylase I from Aspergillus melleus was immobilized on supports consisting of unmodified and modified silica. Modification was performed using 3-aminopropyltriethoxysilane (APTES) and glutaraldehyde (GA). The effectiveness of immobilization was investigated using the standard Bradford method in addition to a number
Mie R Rasmussen et al.
Journal of proteome research, 15(12), 4591-4600 (2016-11-05)
Loss-of-function mutations in the transmembrane ABCC6 transport protein cause pseudoxanthoma elasticum (PXE), an ectopic, metabolic mineralization disorder that affects the skin, eye, and vessels. ABCC6 is assumed to mediate efflux of one or several small molecule compounds from the liver
K Lertratanangkoon et al.
Toxicology and applied pharmacology, 122(2), 191-199 (1993-10-01)
Bromobenzene (800 mg/kg, ip) caused severe liver necrosis with massive hemorrhage in the golden Syrian hamster within the first 24 hr. Kidney injury was also observed. Treatment with N-acetylmethionine (NAM) at an ip dose of 1200 mg/kg at 5 hr
M Sugumaran et al.
Archives of insect biochemistry and physiology, 38(1), 44-52 (1998-05-20)
Incubation of catechol with mushroom tyrosinase in the presence of N-acetylmethionine resulted in the generation of an adduct. This product was identified to be N-acetylmethionyl catechol, on the basis of spectral characteristics and well-characterized chemical reaction of o-benzoquinone with N-acetylmethionine.
James B Thoden et al.
Biochemistry, 43(19), 5716-5727 (2004-05-12)
Divergent evolution of enzyme function is commonly explained by a gene duplication event followed by mutational changes that allow the protein encoded by the copy to acquire a new function. An alternate hypothesis is that this process is facilitated when

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