Manumycin B CAS 139023-58-8

CAS Number

139023-58-8

Grade

Highly Purified

Molecular Formula

C₂₈H₃₄N₂O₇

Molecular Weight

510.6

EU Commodity Code

38220090

Shipping Temp

Storage Temp

-20°C

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.

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

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207274 Manumycin B CAS: 139023-58-8

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