Homoserine: Difference between revisions

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Revision as of 23:04, 16 October 2011 editCheMoBot (talk \| contribs)Bots141,565 edits Updating {{chembox}} (changes to verified fields - updated 'DrugBank_Ref', 'UNII_Ref', 'KEGG_Ref') per Chem/Drugbox validation (report errors or bugs)← Previous edit		Revision as of 07:02, 22 November 2011 edit undoCheMoBot (talk \| contribs)Bots141,565 edits Updating {{chembox}} (changes to verified fields - added verified revid - updated 'DrugBank_Ref', 'UNII_Ref', 'KEGG_Ref') per Chem/Drugbox validation (report errors or [[user talk:CheMoBot\|...Next edit →
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	{{chembox		{{chembox
	\| Verifiedfields = changed		\| Verifiedfields = changed
	\| verifiedrevid = ~~402148997~~		\| verifiedrevid = 461770636
	\| Name = <small>L</small>-Homoserine		\| Name = <small>L</small>-Homoserine
	\| ImageFile_Ref = {{chemboximage\|correct\|??}}		\| ImageFile_Ref = {{chemboximage\|correct\|??}}
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	\| Section1 = {{Chembox Identifiers		\| Section1 = {{Chembox Identifiers
	\| InChI = 1/C4H9NO3/c5-3(1-2-6)4(7)8/h3,6H,1-2,5H2,(H,7,8)		\| InChI = 1/C4H9NO3/c5-3(1-2-6)4(7)8/h3,6H,1-2,5H2,(H,7,8)
	\| ChEBI_Ref = {{ebicite\|~~changed~~\|EBI}}		\| ChEBI_Ref = {{ebicite\|correct\|EBI}}
	\| ChEBI = 30653		\| ChEBI = 30653
	\| SMILES = O=C(O)C(N)CCO		\| SMILES = O=C(O)C(N)CCO

Revision as of 07:02, 22 November 2011

L-Homoserine
Names
Skeletal formula
Ball-and-stick model of the zwitterion
IUPAC name (S)-2-Amino-4-hydroxybutanoic acid
Identifiers
CAS Number	672-15-1
3D model (JSmol)	Interactive image
ChEBI	CHEBI:30653
ChEMBL	ChEMBL11722
ChemSpider	758
ECHA InfoCard	100.010.538
PubChem CID	779
CompTox Dashboard (EPA)	DTXSID5075159
InChI InChI=1S/C4H9NO3/c5-3(1-2-6)4(7)8/h3,6H,1-2,5H2,(H,7,8)Key: UKAUYVFTDYCKQA-UHFFFAOYSA-N InChI=1/C4H9NO3/c5-3(1-2-6)4(7)8/h3,6H,1-2,5H2,(H,7,8)Key: UKAUYVFTDYCKQA-UHFFFAOYAZ
SMILES O=C(O)C(N)CCO
Properties
Chemical formula	C₄H₉NO₃
Molar mass	119.12 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). N verify (what is ?) Infobox references

Chemical compound

Homoserine (also called isothreonine) is an α-amino acid with the chemical formula HO₂CCH(NH₂)CH₂CH₂OH. L-Homoserine is not one of the common amino acids encoded by DNA. It differs from the proteinogenic amino acid serine by insertion of an additional methylene group. Homoserine, or its lactone form, is the product of a cyanogen bromide cleavage of a peptide by degradation of methionine.

Homoserine is an intermediate in the biosynthesis of three essential amino acids: methionine, threonine (an isomer of homoserine), and isoleucine. It forms by two reductions of aspartic acid via the intermediacy of aspartate semialdehyde.

References

Berg, J. M.; Stryer, L. et al. (2002), Biochemistry. W.H. Freeman. ISBN 0-7167-4684-0

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