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Statine

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This article is about the amino acid. For the group of cholesterol lowering drugs, seeStatin.

Statine
Names

IUPAC name (3S,4S)-4-amino-3-hydroxy-6-methylheptanoic acid
Identifiers
CAS Number	49642-07-1^Y
3D model (JSmol)	Interactive image
Abbreviations	AHMHA, Sta
ChEBI	CHEBI:45769
ChemSpider	110446
ECHA InfoCard	100.161.428
PubChem CID	123915
UNII	YTC77XR1EK^Y
CompTox Dashboard(EPA)	DTXSID00964315
InChI InChI=1S/C8H17NO3/c1-5(2)3-6(9)7(10)4-8(11)12/h5-7,10H,3-4,9H2,1-2H3,(H,11,12)/t6-,7-/m0/s1 Key: DFVFTMTWCUHJBL-BQBZGAKWSA-N
SMILES N[C@@H](CC(C)C)[C@@H](O)CC(O)=O
Properties
Chemical formula	C₈H₁₇NO₃
Molar mass	175.228 g·mol⁻¹
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chemical compound

Statine is a gammaamino acid that occurs twice in the sequence ofpepstatin, aprotease inhibitor that is active againstpepsin and otheracid proteases.^[1] It is thought to be responsible for the inhibitory activity of pepstatin because it mimics the tetrahedraltransition state of peptide catalysis.^[2]

^Umezawa, H.; Aoyagi, T.; Morishima, H.; Matsuzaki, M.; Hamada, M.; Takeuchi, T. (1970)."Pepstatin, a new pepsin inhibitor produced by Actinomycetes".The Journal of Antibiotics.23 (5):259–262.doi:10.7164/antibiotics.23.259.PMID 4912600.
^Marciniszyn Jr, J.; Hartsuck, J. A.; Tang, J. (1976)."Mode of inhibition of acid proteases by pepstatin".The Journal of Biological Chemistry.251 (22):7088–7094.doi:10.1016/S0021-9258(17)32945-9.PMID 993206.

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