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Key Documents

E0761

Sigma-Aldrich

Ebelactone A microbial

esterase inhibitor

Synonym(s):

3,11-Dihydroxy-2,4,6,8,10,12-hexamethyl-9-oxo-6-tetradecenoic acid 1,3-lactone

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About This Item

Empirical Formula (Hill Notation):
C20H34O4
CAS Number:
Molecular Weight:
338.48
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

biological source

Streptomyces sp.

Quality Level

Assay

≥98% (HPLC)

form

powder

solubility

methanol: 10 mg/mL, clear, colorless

storage temp.

2-8°C

SMILES string

[H][C@@]1([C@H](C/C(C)=C/[C@H](C([C@H]([C@@H]([C@@H](CC)C)O)C)=O)C)C)OC([C@H]1C)=O

InChI

1S/C20H34O4/c1-8-12(3)17(21)15(6)18(22)13(4)9-11(2)10-14(5)19-16(7)20(23)24-19/h9,12-17,19,21H,8,10H2,1-7H3/b11-9+/t12-,13-,14+,15+,16+,17-,19+/m1/s1

InChI key

WOISDAHQBUYEAF-QIQXJRRPSA-N

General description

Esterase inhibitors produced by Streptomyces sp. MG7-G1 strain

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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I A Hoskins et al.
American journal of obstetrics and gynecology, 163(6 Pt 1), 1944-1947 (1990-12-01)
Assessment of leukocyte esterase activity in amniotic fluid for the rapid and reliable diagnosis of chorioamnionitis has been demonstrated previously. We compared in vitro inhibition of esterase activity in amniotic fluid with bacterial cultures to identify the origins of the
Gianfranco De Pascale et al.
The Journal of antibiotics, 64(7), 483-487 (2011-04-28)
Homoserine transacetylase (HTA) catalyzes the transfer of an acetyl group from acetyl-CoA to the hydroxyl group of homoserine. This is the first committed step in the biosynthesis of methionine (Met) from aspartic acid in many fungi, Gram-positive and some Gram-negative
Amit K Mandal
Organic letters, 4(12), 2043-2045 (2002-06-07)
[structure: see text] The highly stereocontrolled hydroboration of an alkene, a subsequent Suzuki-Miyaura cross-coupling reaction, a silylcupration on a nonterminal acetylene, and an iododesilylation were the key steps in a convergent total synthesis of (-)-ebelactone A.
Low-molecular-weight immunomodifiers produced by micro-organisms.
H Umezawa
Biotechnology & genetic engineering reviews, 3, 255-273 (1985-01-01)
R Senthilkumar et al.
Experimental eye research, 72(3), 301-310 (2001-02-22)
Acylpeptide hydrolase removes the N -acetylated amino acids from the peptide substrates but not from intact proteins. Cleavage between amino acid residues 203--204 of the native acylpeptide hydrolase results in the formation of a 55 kDa truncated active enzyme in

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