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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:
76808-16-7
Molecular Weight:
338.48
MDL number:
MFCD00036710
UNSPSC Code:
12352202
PubChem Substance ID:
24894373
NACRES:
NA.77

biological source

Streptomyces sp.

Quality Level

100

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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)
A Scaloni et al.
The Journal of biological chemistry, 269(21), 15076-15084 (1994-05-27)
The presence of a cysteine residue(s) near the active site of acylpeptide hydrolase was suggested by inactivation of the enzyme with sulfhydryl-modifying agents and by the substantial protection against inactivation afforded by the competitive inhibitor acetylmethionine. 5,5'-dithiobis-(2-nitrobenzoate) titrations of the
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