2-Methylserine

2-Methylserine 2-Methylserine.svg 115 110 α-methyl-serine 2-Amino-3-hydroxy-2-methylpropanoic acid D/L L correct EBI 539702 correct chemspider 1S/C4H9NO3/c1-4(5,2-6)3(7)8/h6H,2,5H2,1H3,(H,7,8) 1S/C4H9NO3/c1-4(5,2-6)3(7)8/h6H,2,5H2,1H3,(H,7,8)/t4-/m0/s1 correct chemspider CDUUKBXTEOFITR-UHFFFAOYSA-N CDUUKBXTEOFITR-BYPYZUCNSA-N correct CAS 5424-29-3 correct CAS 16820-18-1 correct CAS correct FDA CZ8HQ2F53F correct FDA correct FDA correct chemspider 85112 correct chemspider correct chemspider C02115 94309 7000050 2-methylserine correct EBI 134206 CC(CO)(C(=O)O)N C[C@](CO)(C(=O)O)N 4 9 1 3 soluble 07 Warning H315 H319 H335 P261 P264 P264+P265 P271 P280 P302+P352 P304+P340 P305+P351+P338 P319 P321 P332+P317 P337+P317 P362+P364 P403+P233 P405 P501 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of a methyl group attached to a carbon atom in the backbone. 2-Methylserine is one of the amino acids produced by an unpublished volcanic-spark discharge experiment conducted by Stanley Miller in the early 1950s.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.Johnson Adam P. Cleaves H. James Dworkin Jason P. Glavin Daniel P. Lazcano Antonio Antonio Lazcano Bada Jeffrey L. Jeffrey L. Bada The Miller Volcanic Spark Discharge Experiment Science 322 5900 2008-10-17 0036-8075 10.1126/science.1161527 404 18927386 2008Sci...322..404J https://newsinfo.iu.edu/news/page/normal/8975.html 'Lost' Miller-Urey experiment created more of life's building blocks 16 October 2008 IU News Room Indiana University https://web.archive.org/web/20081020074439/https://newsinfo.iu.edu/news/page/normal/8975.html 20 October 2008 References Further reading Anson Michael S. Clark Hugh F. Evans Paul Fox Martin E. Graham Jonathan P. Griffiths Natalie N. Meek Graham Ramsden James A. Roberts Alastair J. Simmonds Shaun Walker Matthew D. Willets Matthew Complementary Syntheses of N,O-Protected-(S)-2-methylserine on a Multikilogram Scale Organic Process Research & Development 15 2 2011-03-18 1083-6160 10.1021/op100299d 389–397 Category:Alpha-amino acids Category:Glucogenic amino acids Category:Non-proteinogenic amino acids Category:Amino alcohols