Corynecin I

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Corynecin I
Category Antibiotics
Catalog number BBF-01739
CAS 4423-58-9
Molecular Weight 254.24
Molecular Formula C11H14N2O5
Purity >99% by HPLC

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Description

It is produced by the strain of Corynebacterium KY-4339. It has weak activity against gram-positive bacteria and gram-negative bacteria.

Specification

Related CAS 4618-99-9 19934-66-8 (S-isomer)
Synonyms N-[(1R,2R)-2-Hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide; D-threo-2-Acetamido-1-(4-nitrophenyl)-1,3-propanediol; D-threo-2-Acetamido-1-p-nitrophenyl-1,3-propanediol; n-acetyl-p-nitrophenylserinol
Storage -20 °C
IUPAC Name N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide
Canonical SMILES CC(=O)NC(CO)C(C1=CC=C(C=C1)[N+](=O)[O-])O
InChI InChI=1S/C11H14N2O5/c1-7(15)12-10(6-14)11(16)8-2-4-9(5-3-8)13(17)18/h2-5,10-11,14,16H,6H2,1H3,(H,12,15)/t10-,11-/m1/s1
InChI Key PIVQDUYOEIAFDM-GHMZBOCLSA-N
Source Corynebacterium sp.

Properties

Appearance White solid
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria
Melting Point 133-134 °C
Solubility Soluble in Ethyl Acetate, Methanol, Ethanol, DMF, DMSO; Poorly soluble in Water

Reference Reading

1. Corynecin (chloramphenicol analogs) fermentation studies: selective production of Corynecin I by Corynebacterium hydrocarboclastus grown on acetate
F Tomita, H Nakano, K Yamaguchi, M Nagashima, T Suzuki Biotechnol Bioeng . 1977 Jul;19(7):1009-18. doi: 10.1002/bit.260190705.
Corynebacterium hydrocarboclastus KY 8835 grew in the acetate medium and accumulated 28mM Corynecins which was the highest production yield among the processes using various carbon sources. Selective production of Corynecin I (over 90% of all Corynecins), which had been desired for increase of the product yield, was achieved in this acetate medium. To keep the concentration of acetate, ammonium, and phosphate ions in the optimum range throughout the fermentation, a solution containing CH2COOH (50%), CH3COONH4 (9%), and KH2PO4 (0.2%) was fed continuously to the culture medium as the pH controlling agent. The addition of KCl (1%) and NaCl (1%) to the medium at 12 hr after inoculation stimulated the production of Corynecins.

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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