CAS 15985-39-4|CAS 21752-31-8|L-METHIONINE SULFOXIMINE|L-methionine sulfoximine|L-S-(3-Amino-3-carboxypropyl)-S-methylsulfoximine|(2S)-2-amino-4-[imino(methyl)oxo-$l^{6}-sulfanyl]butanoic acid|L-蛋氨...

基本信息

化学结构

分子式

C₅H₁₂N₂O₃S

分子量

180.22538

精确质量

180.05686325

电荷

InChI

InChI=1S/C5H12N2O3S/c1-11(7,10)3-2-4(6)5(8)9/h4,7H,2-3,6H2,1H3,(H,8,9)/t4-,11?/m0/s1

InChIKey

SXTAYKAGBXMACB-DPVSGNNYSA-N

Canonic Smiles

OC(=O)[C@H](CCS(=O)(=N)C)N

Isomeric Smiles

CS(=N)(=O)CC[C@H](N)C(=O)O

计算属性

JChem

Acid pKa

1.8865596

质子受体

质子供体

LogD (pH = 5.5)

-4.447861

LogD (pH = 7.4)

-4.453787

Log P

-4.446533

摩尔折射率

40.2168

极化性

16.919283

极化表面积

104.24

可自由旋转的化学键

里宾斯基五规则

true

数据来源

名称和标识

别名

L-METHIONINE SULFOXIMINEL-S-(3-Amino-3-carboxypropyl)-S-methylsulfoximineL-蛋氨酸砜亚胺L-S-(3-氨基-3-羧丙基)-S-甲基砜亚胺L-Methionine sulfoximineL-S-[3-Amino-3-carboxypropyl]-S-methyl-[R,S]-sulfoximine(R)-L-S-(3-Amino-3-carboxypropyl)-S-methylsulfoximine(2S,SR)-Methionine SulfoximineL-Methionine [R]-Sulfoximine(2S)-2-Amino-4-(S-methylsulfonimidoyl)butanoic Acid[R-(R*,S*)]-2-Amino-4-(S-methylsulfonimidoyl)butanoic AcidL-Methionine [R,S]-Sulfoximine

IUPAC传统名

L-methionine sulfoximine

IUPAC标准名

(2S)-2-amino-4-[imino(methyl)oxo-$l^{6}-sulfanyl]butanoic acid (2S)-2-amino-4-[imino(methyl)oxo-λ⁶-sulfanyl]butanoic acid

名称和标识

数据登录号

CAS号

PubChem CID

PubChem SID

Beilstein号

MDL号

数据登录号

化合物性质

分子相关蛋白质

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分子图谱

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描述信息

MP Biomedicals

02151619

Crystalline
Substrate for microbiological determination of L-methionine.
Inhibitor of glutamine transferase.

05225115

MP Biomedicals Rare Chemical collection

Sigma Aldrich

M5379

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Biochem/physiol Actions
Increases ornithine decarboxylase activity, and decreases the survival rate in a model of transient cerebral ischemia. Inhibits glutamine synthetase activity, and increases the release of glutamic acid.

91016

General description
Certified content by quantitative NMR incl. uncertainty and expiry are given in the certificate.Download your certificate at: http://www.sigma-aldrich.com.
法律信息
TraceCERT 注册商标 Sigma-Aldrich Co. LLC

TRC

M260500

Methionine sulfoximine inhibits both glutamine synthetase and g-glutamylcysteine synthetase. Working concentrations for inhibition of g-glutamylcysteine synthetase are 0.2-2.0 mM (52% inhibition occured at 100 mM).Methionine sulfoximine is also a toxic by

M260505

The R-diastereoisomer of L-Methionine [R,S]-Sulfoximine (M260500).

描述信息

参考文献

PubChem文献

数据源提供

• Griffith, O.W., and Meister, A.: J. Biol. Chem. 254, 7558 (1979)

• Willard-Mack, C.L., et al: Neuroscience, 71, 2, 589 (1996)

• Wilson, J., et al.: J. Exp. Biol., 203, 2297 (2000)

• Ip, Y., et al.: J. Exp. Biol., 208, 1993 (2000)

参考文献

生物活性