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Cas Database

5457-54-5

5457-54-5

Identification

  • Product Name:Alanine,N-benzoyl-3-[(carbamoylmethyl)thio]-, L- (8CI)

  • CAS Number: 5457-54-5

  • EINECS:

  • Molecular Weight:282.32

  • Molecular Formula: C12H14N2O4S

  • HS Code:

  • Mol File:5457-54-5.mol

Synonyms:Alanine,N-benzoyl-3-(carbamoylmethylthio)- (6CI); NSC 24628

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Safety information and MSDS view more

  • Signal Word:no data available

  • Hazard Statement:no data available

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

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Relevant articles and documentsAll total 1 Articles be found

A "catch-and-release" protocol for alkyne-tagged molecules based on a resin-bound cobalt complex for peptide enrichment in aqueous media

Miyazaki, Ayako,Asanuma, Miwako,Dodo, Kosuke,Egami, Hiromichi,Sodeoka, Mikiko

, p. 8116 - 8128 (2014/07/07)

The development of new and mild protocols for the specific enrichment of biomolecules is of significant interest from the perspective of chemical biology. A cobalt-phosphine complex immobilised on a solid-phase resin has been found to selectively bind to a propargyl carbamate tag, that is, "catch", under dilute aqueous conditions (pH 7) at 4-°C. Upon acidic treatment of the resulting resin-bound alkyne-cobalt complex, the Nicholas reaction was induced to "release" the alkyne-tagged molecule from the resin as a free amine. Model studies revealed that selective enrichment of the alkyne-tagged molecule could be achieved with high efficiency at 4-°C. The proof-of-concept was applied to an alkyne-tagged amino acid and dipeptide. Studies using an alkyne-tagged dipeptide proved that this protocol is compatible with various amino acids bearing a range of functionalities in the side-chain. In addition, selective enrichment and detection of an amine derived from the "catch and release" of an alkyne-tagged dipeptide in the presence of various peptides has been accomplished under highly dilute conditions, as determined by mass spectrometry. Catch and release: The specific enrichment of alkyne-tagged molecules has been achieved by using cobalt beads. A cobalt complex bound to a resin was found to selectively "catch" a propargyl carbamate tag under dilute aqueous conditions (see scheme). Upon acidic treatment of the alkyne-cobalt complex, the Nicholas reaction was induced to "release" an amine. Studies using an alkyne-tagged dipeptide proved its compatibility with various amino acids and peptides under highly dilute conditions.

Process route upstream and downstream products

Process route

C<sub>15</sub>H<sub>18</sub>N<sub>2</sub>O<sub>4</sub>S

C15H18N2O4S

N-benzoyl-S-carbamoylmethyl-L-cysteine
5457-54-5

N-benzoyl-S-carbamoylmethyl-L-cysteine

Conditions
Conditions Yield
With sodium hydroxide; In acetone; for 0.333333h;
43%
C<sub>13</sub>H<sub>15</sub>NO<sub>3</sub>S

C13H15NO3S

N-benzoyl-S-carbamoylmethyl-L-cysteine
5457-54-5

N-benzoyl-S-carbamoylmethyl-L-cysteine

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: triethylamine / tetrahydrofuran / 20 °C
2: sodium hydroxide / acetone / 0.33 h
With triethylamine; sodium hydroxide; In tetrahydrofuran; acetone;
N-benzoyl-O-allyl-S-trityl-L-cysteine

N-benzoyl-O-allyl-S-trityl-L-cysteine

N-benzoyl-S-carbamoylmethyl-L-cysteine
5457-54-5

N-benzoyl-S-carbamoylmethyl-L-cysteine

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: trifluoroacetic acid; chlorotriisopropylsilane / dichloromethane / 0.5 h / 0 °C
2: triethylamine / tetrahydrofuran / 20 °C
3: sodium hydroxide / acetone / 0.33 h
With chlorotriisopropylsilane; triethylamine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; dichloromethane; acetone;
benzoyl chloride
98-88-4

benzoyl chloride

N-benzoyl-S-carbamoylmethyl-L-cysteine
5457-54-5

N-benzoyl-S-carbamoylmethyl-L-cysteine

Conditions
Conditions Yield
cysteine
17528-66-4

cysteine

benzoyl chloride
98-88-4

benzoyl chloride

N-benzoyl-S-carbamoylmethyl-L-cysteine
5457-54-5

N-benzoyl-S-carbamoylmethyl-L-cysteine

Conditions
Conditions Yield

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