2-Methylserine

Names

IUPAC name α-methyl-serine

Systematic IUPAC name 2-Amino-3-hydroxy-2-methylpropanoic acid

Identifiers

CAS NumberD/L: YL: Y

3D model ( JSmol )D/L:L:

ChEBID/L: Y

ChEMBLD/L: Y

ChemSpiderD/L: Y

ECHA InfoCard

KEGGD/L:

MeSH

PubChem CIDD/L:L:

UNIID/L: Y

CompTox Dashboard ( EPA )D/L:

InChI InChI=1S/C4H9NO3/c1-4(5,2-6)3(7)8/h6H,2,5H2,1H3,(H,7,8)YKey: CDUUKBXTEOFITR-UHFFFAOYSA-NYL: InChI=1S/C4H9NO3/c1-4(5,2-6)3(7)8/h6H,2,5H2,1H3,(H,7,8)/t4-/m0/s1Key: CDUUKBXTEOFITR-BYPYZUCNSA-N

SMILES D/L: CC(CO)(C(=O)O)NL: C[C@](CO)(C(=O)O)N

Properties

Chemical formulaC4H9NO3

Molar mass119.120 g·mol−1

Solubility in watersoluble

Hazards

GHS labelling:

Pictograms

Signal wordWarning

Hazard statementsH315, H319, H335

Precautionary statementsP261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

2-Methylserine is a non-proteinogenic amino acid that is structurally similar to serine. Like serine, it is polar, and therefore soluble in water. It differs structurally from serine by the presence of a methyl group attached to a carbon atom in the backbone.

2-Methylserine is one of the amino acids produced by an unpublished volcanic-spark discharge experiment conducted by Stanley Miller in the early 1950s. However, the presence of this and many other organic compounds was not discovered until Jeffrey Bada et al. re-analyzed the contents of the vials from Miller's experiment in 2008.

2-Methylserine

Further reading