Technical Data

207274
CAS Number
139023-58-8
Grade
Highly Purified
Molecular Formula
C₂₈H₃₄N₂O₇
Molecular Weight
510.6
EU Commodity Code
38220090
Shipping Temp
RT
Storage Temp
-20°C
Manumycin B

Antibiotic and antibacterial. Active against Gram-positive bacteria. Rasfarnesyltransferase and apoptosis (Caspase-1) inhibitor. AChE inhibitor.

CAS Number
139023-58-8
Alternate Names
UCF1A; N98-1272A, (2E,4R)-N-[(1S,5S,6R)-5-Hydroxy-5-[(1E,3E,5E)-7-[(2-hydroxy-5-oxo-1-cyclopenten-1-yl)amino]-7-oxo-1,3,5-heptatrien-1-yl]-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-2,4-dimethyl-2-octenamide; 7-Oxabicyclo[4.1.0]heptane, 2-octenamide deriv.; Manumycin B; UCF 1A; [1S-[1α,3(2E,4S*),5β,5(1E,3E,5E),6α]]-N-[5-Hydroxy-5-[7-[(2-hydroxy-5-oxo-1-cyclopenten-1-yl)amino]-7-oxo-1,3,5-heptatrienyl]-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-2,4-dimethyl-2-octenamide;(2E,4R)-N-[(1S,5S,6R)-5-Hydroxy-5-[(1E,3E,5E)-7-[(2-hydroxy-5-oxo-1-cyclopenten-1-yl)amino]-7-oxo-1,3,5-heptatrienyl]-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-2,4-dimethyl-2-octenamide
Source
Streptomyces parvulus
Molecular Formula
C₂₈H₃₄N₂O₇
Solubility
DMSO, methanol or chloroform
Molecular Weight
510.6
Method for Determining Identity
Proton NMR and IV
Form
Supplied as a yellow to brown powder.
Purity
≥98% (HPLC)
Storage and Stability
May be stored at 4°C for short-term only. Long-term storage is recommended at -20°C. Stable for 12 months after receipt. Protect from light when in solution. For maximum recovery of product, centrifuge the original vial prior to removing the cap.
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.

Intended for research use only. Not for use in human, therapeutic, or diagnostic applications.

References
1. New compounds of the manumycin group of antibiotics and a facilitated route for their structure elucidation: I. Sattler, et al.; J. Org. Chem. 58: 6583 (1993). 2. Identification of ras farnesyltransferase inhibitors by microbial screening: M. Hara, et al.; PNAS 90: 2281 (1993). 3. TMC-1 A, B, C and D, new antibiotics of the Manumycin group produced by Streptomyces sp.: J. Kohno, et al.; J. Antibiot. 49: 1212 (1996). 4. EI-1511-3, -5 and EI-1625-2, novel interleukin-1 beta converting enzyme inhibitors produced by Strepto- myces sp. E-1511 and E-1625. III. Biochemical properties of EI-1511-3, -5 and EI-1625-2: T. Tanaka, et al.; J. Antibiot. 49: 1085 (1996). 5. The manumycin-group metabolites: I. Sattler, et al.; Nat. Prod. Rep. 15, 221 (1998) (Review) 6. The first total synthesis of a type II manumycin antibiotic, (+)-TMC-1 A: the total syntheses of (-)-LL-C10037b and(+)-manumycin B: J.J. Cronjé Grové, et al.; Chem. Commun. 1999: 421 (1999). 7. Z.-H. Zheng, et al.; J. Enzyme Inh. Med. Chem. 22: 43 (2007)
USBio References
No references available
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