(S)-2-Hydroxy-3-methylbutanoic acid
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(S)-2-Hydroxy-3-methylbutanoic acid

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Category
Others
Catalog number
BAT-006634
CAS number
17407-55-5
Molecular Formula
C5H10O3
Molecular Weight
118.13
(S)-2-Hydroxy-3-methylbutanoic acid
IUPAC Name
(2S)-2-hydroxy-3-methylbutanoic acid
Synonyms
L-2-Hydroxyisovaleric acid; L-α-Hydroxyisovaleric acid
Appearance
White crystalline powder
Purity
≥ 98% (assay)
Density
1.136g/cm3
Melting Point
48-57 °C
Boiling Point
237.6±13.0 °C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C5H10O3/c1-3(2)4(6)5(7)8/h3-4,6H,1-2H3,(H,7,8)/t4-/m0/s1
InChI Key
NGEWQZIDQIYUNV-BYPYZUCNSA-N
Canonical SMILES
CC(C)C(C(=O)O)O
1. Tartrolon D, a cytotoxic macrodiolide from the marine-derived actinomycete Streptomyces sp. MDG-04-17-069
Marta Pérez, Cristina Crespo, Carmen Schleissner, Pilar Rodríguez, Paz Zúñiga, Fernando Reyes J Nat Prod. 2009 Dec;72(12):2192-4. doi: 10.1021/np9006603.
Exploration of marine-derived actinomycetes as a source of antitumor compounds has led to the isolation of a new member of the tartrolon series, tartrolon D (4). This new compound was obtained from Streptomyces sp. MDG-04-17-069 fermentation broths and displayed strong cytotoxic activity against three human tumor cell lines. Additionally, the known compound ikarugamycin (5) was also found in the culture broths of the same microorganism. The structure of this new tartrolon was established by a combination of spectroscopic techniques (1D and 2D NMR, HRMS, and UV) as well as by comparison with published data for similar compounds.
2. Two new compounds from the fungus Penicilliumcrustosum YN-HT-15
Yan-Ping Liu, Gang Chen, Hai-Feng Wang, Xiao-Li Zhang, Yue-Hu Pei J Asian Nat Prod Res. 2014;16(3):281-4. doi: 10.1080/10286020.2013.867851. Epub 2013 Dec 18.
Our current natural product program researches the second metabolites of a fungus Penicilliumcrustosum YN-HT-15 isolated from the red soil (Yunnan Province, China), to discover potential antitumor chemical entities. Two new compounds were isolated from the ethyl acetate extract of the fermentation broth of the fungus, and their structures were characterized as 1-(2',4'-dihydroxy-5'-methyl-3'-methylsulfanylmethyl-phenyl)-ethanone and R-3-(3'-acetyl-2',6'-dihydroxy-5'-methylphenyl)-2-methyl-propionic acid methyl ester on the basis of spectroscopic data.
3. A bisamide and four diketopiperazines from a marine-derived Streptomyces sp
Bin Li, Gang Chen, Jiao Bai, Yong-Kui Jing, Yue-Hu Pei J Asian Nat Prod Res. 2011 Dec;13(12):1146-50. doi: 10.1080/10286020.2011.617744. Epub 2011 Oct 10.
A new bisamide N₁-acetyl-N₇-phenylacetyl cadaverine (1) and a series of diketopiperazines including a new diketopiperazine cyclo(2-hydroxy-Pro-R-Leu) (2), together with a new natural product cyclo(4-hydroxy-S-Pro-S-Trp) (3) and two known leucine-based diketopiperazines cyclo(4-hydroxy-R-Pro-S-Leu) (4) and cyclo (S-Pro-R-Leu) (5), were isolated from ethyl acetate extract of a fermentation broth of a marine-derived Streptomyces sp. Their structures were elucidated by the interpretation of spectroscopic analysis. The antitumor activities of compounds 1-3 against HL-60 cell lines were tested by MTT assay.
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