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207341 Pikromycin CAS: 19721-56-3

Specifications
References
CAS Number
19721-56-3
Grade
Highly Purified
Molecular Formula
C28H47NO8
Molecular Weight
525.7
EU Commodity Code
38220090
Shipping Temp
Blue Ice
Storage Temp
-20°C
(3R,5R,6S,7S,9R,11E,13S,14R)-14-Ethyl-13-hydroxy-3,5,7,9,13-pentamethyl-6-[[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy]oxacyclotetradec-11-ene-2,4,10-trione; Oxacyclotetradecane, picromycin deriv.; Albomycetin; Amaromycin; Antibiotic B 62169A; Pikromycin; [3R-(3R*,5R*,6S*,7S*,9R*,11E,13S*,14R*)]-14-Ethyl-13-hydroxy-3,5,7,9,13-pentamethyl-6-[[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy]oxacyclotetradec-11-ene-2,4,10-trione

Antibiotic. 14-Membered macrolide. Active against Gram-positive bacteria including mycobacteria. Prolyl endopeptidase (PREP) inhibitor.

CAS Number
19721-56-3
Synonyms
(3R,5R,6S,7S,9R,11E,13S,14R)-14-Ethyl-13-hydroxy-3,5,7,9,13-pentamethyl-6-[[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy]oxacyclotetradec-11-ene-2,4,10-trione; Oxacyclotetradecane, picromycin deriv.; Albomycetin; Amaromycin; Antibiotic B 62169A; Pikromycin; [3R-(3R*,5R*,6S*,7S*,9R*,11E,13S*,14R*)]-14-Ethyl-13-hydroxy-3,5,7,9,13-pentamethyl-6-[[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy]oxacyclotetradec-11-ene-2,4,10-trione
Source
Streptomyces sp.
Molecular Formula
C28H47NO8
Molecular Weight
525.7
Method for Determining Identity
Proton NMR
Solubility
DMSO
Appearance
Supplied as a white crystalline solid.
Purity
≥95% (HPLC)
Storage and Stability
Powder may be stored at -20°C. Stable for 12 months after receipt at -20°C. Reconstitute with sterile buffer or ddH2O. Aliquot to avoid repeated freezing and thawing. Store at -20°C. Reconstituted product is stable for 6 months at -20°C. For maximum recovery of product, centrifuge the original vial after thawing and prior to removing the cap. Further dilutions can be made in assay buffer.
Important Note
This product as supplied is intended for research use only, not for use in human, therapeutic or diagnostic applications without the expressed written authorization of United States Biological.
Toxicity and Hazards:  All products should be handled by qualified personnel only, trained in laboratory procedures.
References
1. Pikromycin, ein neues Antibiotikum aus Actinomyceten: H. Brockmann & W. Henkel; Naturwissenschaften 37: 138 (1950). 2. Pikromycin, ein bitter schmeckendes antibioticum aus Actinomyceten: H. Brockmann & W. Henkel; Chem. Ber. 84: 284 (1951). 3. The crystal and molecular structure of Pikromycin: A. Furusaki, et al.; Bull. Chem. Soc. Jpn. 55: 59 (1982) 4. Albocycline- and carbomycin-type macrolides, inhibitors of human prylol endopeptidases: C. Christner, et al.; J. Antibiot. 51: 368 (1998) 5. The Methymycin/pikromycin pathway: A model for metabolic diversity in natural product biosynthesis: J. D. Kittendorf & D. H. Sherman; Bioorg. Med. Chem. 17: 2137 (2009) 6. Total synthesis of Pikromycin: H.-S. Oh & H.-Y. Kang; J. Org. Chem. 77: 1125 (2012)
USBio References
No references available
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