Corynecin II
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Category | Antibiotics |
Catalog number | BBF-01740 |
CAS | 35098-52-3 |
Molecular Weight | 268.27 |
Molecular Formula | C12H16N2O5 |
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
Synonyms | D-threo-1-p-Nitrophenyl-2-propionamido-1,3-propanediol; N-[(1R,2R)-2-Hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]propanamide; d-threo-2-(Propionamido)-1-(p-nitrophenyl)-1,3-propanediol |
Storage | -20 °C |
IUPAC Name | N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]propanamide |
Canonical SMILES | CCC(=O)NC(CO)C(C1=CC=C(C=C1)[N+](=O)[O-])O |
InChI | InChI=1S/C12H16N2O5/c1-2-11(16)13-10(7-15)12(17)8-3-5-9(6-4-8)14(18)19/h3-6,10,12,15,17H,2,7H2,1H3,(H,13,16)/t10-,12-/m1/s1 |
InChI Key | LJMULVALRTTYIT-ZYHUDNBSSA-N |
Source | Corynebacterium sp. |
Properties
Appearance | White solid |
Antibiotic Activity Spectrum | Gram-positive bacteria; Gram-negative bacteria |
Melting Point | 109-110 °C |
Solubility | Soluble in Ethyl Acetate, Methanol, Ethanol, DMF, DMSO; Poorly soluble in Water |
Reference Reading
1. Metabolites of a blocked chloramphenicol producer
Tamara L Adamek, Elizabeth A Lewis, Robert L White, Leo C Vining J Nat Prod . 2003 Jan;66(1):62-6. doi: 10.1021/np020306e.
Addition of p-aminophenylalanine (4), an advanced biosynthetic precursor of the antibiotic chloramphenicol (5), to a Streptomyces venezuelae pabAB mutant (VS629) restored chloramphenicol production and led to formation of the non-chlorinated analogue corynecin II (6) and four acetanilide derivatives: p-(acetylamino)phenylalanine (7), p-(acetylamino)benzyl alcohol (13), p-(acetylamino)benzoic acid (14), and p-(acetylamino)phenol (acetaminophen, 16). Metabolite structures were deduced from NMR and MS-MS data and established by chromatographic and spectroscopic comparisons with authentic samples. Reference compound 13 was synthesized by reducing the acid chloride of 14. Shunt pathways are proposed to account for the formation of the metabolites from p-aminophenylalanine.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳