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ALPHA-METHYL-DL-SERINE

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ALPHA-METHYL-DL-SERINE Basic information

Product Name:
ALPHA-METHYL-DL-SERINE
Synonyms:
  • 2-methyl-serin
  • 2-methylserine
  • alpha-methylserine
  • ALPHA-METHYL-DL-SERINE
  • A-METHYL-D,L-SERINE
  • DL-2-METHYLSERINE
  • DL-2-AMINO-3-HYDROXY-2-METHYLPROPIONIC ACID
  • DL-A-METHYLSERINE
CAS:
3398-40-1
MF:
C4H9NO3
MW:
119.12
Mol File:
3398-40-1.mol
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ALPHA-METHYL-DL-SERINE Chemical Properties

Melting point:
253-263°C
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Safety Information

WGK Germany 
3

MSDS

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ALPHA-METHYL-DL-SERINE Usage And Synthesis

Chemical Properties

off-white crystalline powder

Definition

ChEBI: 2-methylserine is a hydroxy-amino acid that is serine which is substituted by a methyl group at position 2.

Synthesis Reference(s)

The Journal of Organic Chemistry, 26, p. 3360, 1961 DOI: 10.1021/jo01067a081
Synthetic Communications, 16, p. 1479, 1986 DOI: 10.1080/00397918608056398
Synthesis, p. 445, 1981 DOI: 10.1055/s-1981-29476

Synthesis

Synthesis of 2-methyl-DL-serine hydrate: strain JM109/pSFNRHMT-Y339S was incubated overnight in LB agar medium containing 100 mg/l ampicillin and then inoculated into 50 ml of LB medium containing 100 mg/l ampicillin in 500 ml Sakaguchi flasks and incubated at 37??C for 120 reciprocal/ and incubated for 17 hours. The obtained cells were collected by centrifugation (8,000 ?? g, 10 min) and then washed with 30 ml of 50 mM potassium phosphate buffer (pH 7.4) containing 0.1 mM pyridoxal phosphate. Then, cell suspensions were prepared using 50 ml of the same buffer. Cells collected from 2 ml of cell suspension by centrifugation (18,000 ?? g, 10 min) were added to 10 mM formaldehyde, 30 mM ML-alanine, 0.1 mM pyridoxal phosphate, and 50 mM potassium phosphate buffer (to which 100 ??l of a solution consisting of pH 7.4 was added, and the reaction was carried out for 1 hr at 30??C. At the end of the reaction, the supernatant obtained by centrifugation (18,000 ?? g, 5 min, 4 ??C) was analyzed by ESI-MS and the molecular ion peak of 2-methyl-DL-serine hydrate was observed.

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