(Q27094485)

ZINC1704128 (English)

4 October 2016

1 reference

C₁₄H₂₁N₃O₆S

1 reference

ZINC1704128 (English)

retrieved

4 October 2016

canonical SMILES

CC1(C(N2C(S1)C(C2=O)NC(=O)CCCC(C(=O)O)N)C(=O)O)C

1 reference

Cephalosporium acremonium

ZINC1704128 (English)

retrieved

4 October 2016

isomeric SMILES

CC1(C)S[C@@H]2[C@H](NC(=O)CCC[C@H](N)C(=O)O)C(=O)N2[C@H]1C(=O)O

0 references

found in taxon

5 references

Penicillin biosynthesis. Dual pathways from a modified substrate

Penicillin biosynthesis. On the stereochemistry of carbon–sulphur bond formation with modified substrates

Penicillin biosynthesis: active site mapping with aminoadipoylcysteinylvaline variants

Stereospecificity of carbon–sulphur bond formation in penicillin biosynthesis

Intact incorporation of δ-(α-L-aminoadipoyl)-L-[3-13C]cysteinyl-D-[15N]valine into isopenicillin N. Observation of one-bond13C–15N coupling

Sarocladium strictum

5 references

Penicillin biosynthesis. Dual pathways from a modified substrate

Penicillin biosynthesis. On the stereochemistry of carbon–sulphur bond formation with modified substrates

Penicillin biosynthesis: active site mapping with aminoadipoylcysteinylvaline variants

Stereospecificity of carbon–sulphur bond formation in penicillin biosynthesis

Intact incorporation of δ-(α-L-aminoadipoyl)-L-[3-13C]cysteinyl-D-[15N]valine into isopenicillin N. Observation of one-bond13C–15N coupling

Streptomyces clavuligerus

4 references

Replacement of tyrosine-197 and the corresponding tyrosine-195 to isoleucine in Cephalosporium acremonium and Streptomyces clavuligerus isopenicillin N synthase

Different proteins bind to the butyrolactone receptor protein ARE sequence located upstream of the regulatory ccaR gene of Streptomyces clavuligerus

Cyclization of delta-(L-alpha-aminoadipyl)-L-cysteinyl-D-valine to penicillins by cell-free extracts of Streptomyces clavuligerus

Characterization of a broad-range disulfide reductase from Streptomyces clavuligerus and its possible role in beta-lactam antibiotic biosynthesis

Identifiers

InChI

InChI=1S/C14H21N3O6S/c1-14(2)9(13(22)23)17-10(19)8(11(17)24-14)16-7(18)5-3-4-6(15)12(20)21/h6,8-9,11H,3-5,15H2,1-2H3,(H,16,18)(H,20,21)(H,22,23)/t6-,8+,9-,11+/m0/s1

0 references

InChIKey

MIFYHUACUWQUKT-GTQWGBSQSA-N

1 reference

ChEBI release 2020-09-01

0 references

1 reference

(2R,5S,6R)-6-{[(5S)-5-Amino-5-carboxypentanoyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (English)

retrieved

4 October 2016

PubChem CID

440723

0 references

Reaxys registry number

5311821

0 references

ChEBI ID

18165

mapping relation type

exact match

1 reference

DSSTOX compound identifier

ChEBI release 2019-10-02

1 reference

0 references

0 references

1 reference