Statine

Statine
Names
	IUPAC name (3S,4S)-4-amino-3-hydroxy-6-methylheptanoic acid
Identifiers
CAS Number	49642-07-1 ;
3D model (JSmol)	Interactive image;
Abbreviations	AHMHA, Sta
ChEBI	CHEBI:45769;
ChemSpider	110446;
ECHA InfoCard	100.161.428
PubChem CID	123915;
UNII	YTC77XR1EK ;
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 their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Statine is a gamma amino acid that occurs twice in the sequence of pepstatin, a protease inhibitor that is active against pepsin and other acid proteases. It is thought to be responsible for the inhibitory activity of pepstatin because it mimics the tetrahedral transition state of peptide catalysis.

References

↑ 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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[1] 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.

[2] 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.