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6853-87-8

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    Cas No: 6853-87-8

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6853-87-8 Usage

Description

S-Methyl-L-Cysteine-S-oxide is an analog of alliin found in some cruciferous vegetables including cabbage, turnip, cauliflower, and kale. This odorless amino acid is converted through alliinase activity into a volatile thiosulfinate.

Uses

Different sources of media describe the Uses of 6853-87-8 differently. You can refer to the following data:
1. An alliin analogue
2. S-?Methyl-?L-?cysteine Sulfoxide is a metabolite produced as a result of onion, garlic and other herb consumption which may also have effects that warrant use in the food and medical industry involving cholesterol. Labelled: (M299549)

Check Digit Verification of cas no

The CAS Registry Mumber 6853-87-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,8,5 and 3 respectively; the second part has 2 digits, 8 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 6853-87:
(6*6)+(5*8)+(4*5)+(3*3)+(2*8)+(1*7)=128
128 % 10 = 8
So 6853-87-8 is a valid CAS Registry Number.
InChI:InChI=1/C4H9NO3S/c1-9(8)2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-,9?/m0/s1

6853-87-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name S-Methyl-L-Cysteine Sulphoxide

1.2 Other means of identification

Product number -
Other names S-Methyl-L-cysteine sulfoxide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:6853-87-8 SDS

6853-87-8Synthetic route

S-methyl-L-cysteine
1187-84-4

S-methyl-L-cysteine

methiin
6853-87-8

methiin

Conditions
ConditionsYield
With dihydrogen peroxide In water at 25℃; for 1h;87%
With dihydrogen peroxide87%
With hydrogenchloride; dihydrogen peroxide at 100℃; for 0.166667h; Oxidation;
S-methyl-L-cysteine
1187-84-4

S-methyl-L-cysteine

A

S-methyl-L-cysteine (R)-sulfoxide
3226-62-8

S-methyl-L-cysteine (R)-sulfoxide

B

methiin
6853-87-8

methiin

Conditions
ConditionsYield
With dihydrogen peroxide
potassium tetrachloroplatinate(II)
10025-99-7

potassium tetrachloroplatinate(II)

methiin
6853-87-8

methiin

Pt(NH2CH(CH2SOCH3)COOH)Cl2*H2O

Pt(NH2CH(CH2SOCH3)COOH)Cl2*H2O

Pt(NH2CH(CH2SOCH3)COOH)Cl2*H2O

Pt(NH2CH(CH2SOCH3)COOH)Cl2*H2O

Conditions
ConditionsYield
With HCl In water heating (40 min, water bath), cooling, 1M HCl addn., pptn.; washing (water, alcohol), drying (vacuum, P2O5), mechanical sepn. of diastereomers; elem. anal.;A 30%
B 30%
methiin
6853-87-8

methiin

3-((S)-imino-methyl-oxo-λ6-sulfanyl)-L-alanine
87862-98-4

3-((S)-imino-methyl-oxo-λ6-sulfanyl)-L-alanine

Conditions
ConditionsYield
With sodium azide; chloroform; sulfuric acid
methiin
6853-87-8

methiin

2,4-Dinitrofluorobenzene
70-34-8

2,4-Dinitrofluorobenzene

N-(2,4-Dinitro-phenyl)-S-methyl-L-cystein-sulfoxyd

N-(2,4-Dinitro-phenyl)-S-methyl-L-cystein-sulfoxyd

Conditions
ConditionsYield
With sodium hydrogencarbonate In acetone
methiin
6853-87-8

methiin

L-alanin
56-41-7

L-alanin

Conditions
ConditionsYield
With nickel In water at 60℃; for 0.5h; Product distribution; desulfurization;
methiin
6853-87-8

methiin

S-methyl-L-cysteine sulfoximine
87862-98-4

S-methyl-L-cysteine sulfoximine

Conditions
ConditionsYield
With tris-(2-chloro-ethyl)-amine; sulfuric acid

6853-87-8Relevant articles and documents

Isolation and structure of a new brevetoxin analog, brevetoxin B2, from greenshell mussels from New Zealand

Murata, Kazuya,Satake, Masayuki,Naoki, Hideo,Kaspar, Heinrich F.,Yasumoto, Takeshi

, p. 735 - 742 (1998)

A new brevetoxin analog, brevetoxin B2 (BTXB2), was isolated from greenshell mussels, Perna canaliculus, collected at the time of the neurotoxic shellfish poisoning incident in New Zealand. The structure was elucidated based on NMR, CAD PAB MS/MS, and chemical degradation experiments.

Engineered Citrobacter freundii methionine γ-lyase effectively produces antimicrobial thiosulfinates

Morozova, Elena A.,Kulikova, Vitalia V.,Rodionov, Alexei N.,Revtovich, Svetlana V.,Anufrieva, Natalya V.,Demidkina, Tatyana V.

, p. 92 - 98 (2016/07/25)

Antimicrobial activity of thiosulfinates in situ produced by mixtures of Citrobacter freundii methionine γ-lyase (MGL) with new substrates, L-methionine and S-(alkyl/allyl)-L-cysteine sulfoxides has been recently demonstrated (Anufrieva et?al., 2015). This opens a way to the rational design of a new biotechnologically relevant antimicrobial drug producer. To increase the efficiency of the enzyme toward sulfoxides, the mutant forms of MGL, with the replacements of active site cysteine 115 with alanine (C115A MGL) and histidine (C115H MGL) were obtained. The replacement of cysteine 115 by histidine results in the loss of activity of the mutant enzyme in the γ-elimination reaction of physiological substrate, whereas the activity in the β-elimination reaction of characteristic substrates persists. However, the catalytic efficiency of C115H MGL in the β-elimination reaction of S-substituted L-cysteine sulfoxides is increased by about an order of magnitude compared to the wild type MGL. The antibacterial activity of C115H MGL mixtures with a number of sulfoxides was assessed against Gram-positive and Gram-negative bacteria. The bacteriostatic effect was more pronounced against Gram-positive than against Gram-negative bacteria, while antibacterial potential proved to be quite similar. Thus, the mutant enzyme C115H MGL is an effective catalyst, in particular, for decomposition of sulfoxides and the pharmacological couples of the mutant form with sulfoxides might be new antimicrobial agents.

IMPROVEMENTS IN OR RELATING TO ALLIUM EXTRACTS

-

Page/Page column 84, (2015/02/02)

The present invention relates to improvements in or relating to Allium extracts. In particular, it relates to improvements in or relating to extending the therapeutic half- life or duration of Allium extracts. The invention also relates to the synthesis of certain thiosulfinate compounds, especially to the synthesis of methyl allyl thiosulfinate and allyl methyl thiosulfinate, in particular from either methiin or alliin alone or a mixture of both. The invention further relates to the synthesis of methyl allyl thiosulfinate, allyl methyl thiosulfinate, allicin, and methyl methyl thiosulfinate in a mixture with varying molar or mass ratios depending on the reaction conditions, in particular from either methiin or alliin alone or a mixture of both. A high yielding, optimized synthesis of allicin starts from alliin, whereas methyl methyl thiosulfinate is advantageously obtained from methiin. Also provided is a kit comprising methiin in a first container and/or alliin in a second container and an allinase source, in particular garlic powder in a third container. Finally, the invention provides a method of preparing a mixture of methyl allyl thiosulfinate, allyl methyl thiosulfinate, allyl allyl thiosulfinate (allicin) and methyl methyl thiosulfinate from methiin and pieces of an Allium species.

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