Statine

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

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 their standard state (at 25 °C [77 °F], 100 kPa).

Infobox references

Chemical compound

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.[1] It is thought to be responsible for the inhibitory activity of pepstatin because it mimics the tetrahedral transition state of peptide catalysis.[2]

## References

[edit]

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.

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