H-Asp-Val-OH
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H-Asp-Val-OH

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Category
Others
Catalog number
BAT-015461
CAS number
13433-04-0
Molecular Formula
C9H16N2O5
Molecular Weight
232.23
H-Asp-Val-OH
IUPAC Name
(2S)-2-[[(2S)-2-amino-3-carboxypropanoyl]amino]-3-methylbutanoic acid
Synonyms
Asp-Val; Aspartyl-Valine; L-Valine, L-alpha-aspartyl-; L-Asp-L-Val; N-L-alpha-Aspartyl-L-valine; (S)-3-amino-4-((S)-1-carboxy-2-methylpropylamino)-4-oxobutanoic acid
Appearance
White Powder
Sequence
H-Asp-Val-OH
InChI
InChI=1S/C9H16N2O5/c1-4(2)7(9(15)16)11-8(14)5(10)3-6(12)13/h4-5,7H,3,10H2,1-2H3,(H,11,14)(H,12,13)(H,15,16)/t5-,7-/m0/s1
InChI Key
CPMKYMGGYUFOHS-FSPLSTOPSA-N
Canonical SMILES
CC(C)C(C(=O)O)NC(=O)C(CC(=O)O)N
1. Tetrapeptide H-Ala-Glu-Asp-Arg-OH stimulates expression of cytoskeletal and nuclear matrix proteins
V Kh Khavinson, N S Lin'kova, V O Polyakova, I M Kvetnoy, V V Benberin, M M D'yakonov, Yu S Titkov Bull Exp Biol Med. 2012 Aug;153(4):559-62. doi: 10.1007/s10517-012-1766-9.
Tetrapeptide H-Ala-Glu-Asp-Arg-OH enhances the expression of cytoskeletal (actin, tubulin, vimentin) and nuclear matrix proteins (lamin A, lamin C) in cultured mouse embryonic fibroblasts by 2-5 and 2-3 times, respectively. Thus, the previously reported cardioprotective activity of this tetrapeptide is determined by its capacity to activate synthesis of cytoskeletal and nuclear matrix proteins, which stimulates cell proliferation and reduces apoptosis.
3. Oostatic peptides
Jan Hlaváček Amino Acids. 2013 Apr;44(4):1095-105. doi: 10.1007/s00726-012-1449-x. Epub 2013 Jan 8.
Oostatic peptides are organic molecules, which influence an insect reproduction due to a regulation of the eggs development. It was proved that decapeptide-H-Tyr-Asp-Pro-Ala-Pro-Pro-Pro-Pro-Pro-Pro-OH (YDPAPPPPPP)-isolated from mosquito Aedes aegypti, inhibits trypsin activity in the midgut of the mosquito. Therefore, it was named trypsin-modulating oostatic factor (Aea-TMOF). Feeding the recombinant cells with cloned and expressed TMOF on the coat protein of tobacco mosaic virus (TMV) to mosquito larvae, caused larval mortality. The TMOF was therefore designed for usage as a new biorational insecticide against mosquito. Similarly, a hexapeptide-H-Asn-Pro-Thr-Asn-Leu-His-OH (NPTNLH)-was isolated from the grey flesh fly Neobellieria bullata. This peptide and some of its analogs inhibited trypsin-like synthesis by the midgut in female flies and was therefore entitled Neb-TMOF. Interestingly, the synthetic Aea-TMOF and mainly its C-terminus shorten analogs, including those containing D-amino acids or methylene-oxy isosteric bond, quickly and strongly inhibited the hatchability and egg development in the flesh fly N. bullata.
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