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TAPI-1

From Wikipedia, the free encyclopedia
TAPI-1
Names
Systematic IUPAC name
(2R)-N1-[(2S)-1-({(2S)-1-[(2-Aminoethyl)amino]-1-oxopropan-2-yl}amino)-3-(naphthalen-2-yl)-1-oxopropan-2-yl]-N4-hydroxy-2-(2-methylpropyl)butanediamide
Other names
N-{(2R)-2-[2-(Hydroxyamino)-2-oxoethyl]-4-methylpentanoyl}-3-(2-naphthyl)-L-alanyl-N-(2-aminoethyl)-L-alaninamide
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C26H37N5O5/c1-16(2)12-21(15-23(32)31-36)25(34)30-22(26(35)29-17(3)24(33)28-11-10-27)14-18-8-9-19-6-4-5-7-20(19)13-18/h4-9,13,16-17,21-22,36H,10-12,14-15,27H2,1-3H3,(H,28,33)(H,29,35)(H,30,34)(H,31,32)/t17-,21+,22-/m0/s1
    Key: AWNBSWDIOCXWJW-WTOYTKOKSA-N
  • InChI=1/C26H37N5O5/c1-16(2)12-21(15-23(32)31-36)25(34)30-22(26(35)29-17(3)24(33)28-11-10-27)14-18-8-9-19-6-4-5-7-20(19)13-18/h4-9,13,16-17,21-22,36H,10-12,14-15,27H2,1-3H3,(H,28,33)(H,29,35)(H,30,34)(H,31,32)/t17-,21+,22-/m0/s1
    Key: AWNBSWDIOCXWJW-WTOYTKOKBP
  • O=C(NCCN)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](CC(=O)NO)CC(C)C)Cc2ccc1c(cccc1)c2)C
Properties
C26H37N5O5
Molar mass 499.612 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

TAPI-1 ( TNF-alpha protease inhibitor I) is a structural analog of TAPI-0 with similar but more stable validness[clarification needed] in vitro for the matrix metalloproteinases (MMPs) and TNF- alpha converting enzyme[1] which blocks shedding of several cell surface proteins such as IL-6 and p60 TNF receptor.[2]

References

[edit]
  1. ^ Müllberg J rt al; Durie; Otten-Evans; Alderson; Rose-John; Cosman; Black; Mohler (Dec 1, 1995). "A metalloprotease inhibitor blocks shedding of the IL-6 receptor and the p60 TNF receptor". J Immunol. 155 (11): 5198–5205. doi:10.4049/jimmunol.155.11.5198. PMID 7594530.
  2. ^ "TAPI-1 biological activity". selleckchemicals.