Article · Wikipedia archive · Last revised Jul 7, 2026

Statine

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.

Last revised
Jul 7, 2026
Read time
≈ 1 min
Length
181 w
Citations
2
Source
Wikipedia ↗
Statine
source ↗
Names
IUPAC name
(3S,4S)-4-amino-3-hydroxy-6-methylheptanoic acid
Identifiers
3D model (JSmol)
Abbreviations AHMHA, Sta
ChEBI
ChemSpider
ECHA InfoCard 100.161.428
UNII
  • 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
  • N[C@@H](CC(C)C)[C@@H](O)CC(O)=O
Properties
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).

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

References

  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.