Cephabacin M4 | CAS#99313-74-3 | cephem antibiotics

MedKoo Cat#: 598087 | Name: Cephabacin M4

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Cephabacin M4 is a new cephem antibiotics of bacterial origin.

Chemical Structure

Cephabacin M4

CAS#99313-74-3

Theoretical Analysis

MedKoo Cat#: 598087

Name: Cephabacin M4

CAS#: 99313-74-3

Chemical Formula: C41H69N11O15S

Exact Mass: 987.4695

Molecular Weight: 988.12

Elemental Analysis: C, 49.84; H, 7.04; N, 15.59; O, 24.29; S, 3.24

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

No Data

Synonym

Cephabacin M4;

IUPAC/Chemical Name

7-(5-amino-5-carboxypentanamido)-3-((8S,12S,15S,18S)-18,21-diamino-6-(2-amino-2-oxoethyl)-12-(3-aminopropyl)-5-hydroxy-8,15-diisopropyl-3,9,11,14,17-pentaoxo-2-oxa-7,10,13,16-tetraazahenicosyl)-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

InChi Key

JBODJWJBIOEWBA-KPZHMRGNSA-N

InChi Code

InChI=1S/C41H69N11O15S/c1-19(2)30(36(60)50-34(58)24(11-8-14-43)48-35(59)31(20(3)4)49-33(57)22(44)10-7-13-42)47-25(15-27(46)54)26(53)16-29(56)67-17-21-18-68-40-41(66-5,39(65)52(40)32(21)38(63)64)51-28(55)12-6-9-23(45)37(61)62/h19-20,22-26,30-31,40,47,53H,6-18,42-45H2,1-5H3,(H2,46,54)(H,48,59)(H,49,57)(H,51,55)(H,61,62)(H,63,64)(H,50,58,60)/t22-,23?,24-,25?,26?,30-,31-,40?,41?/m0/s1

SMILES Code

CC([C@H](NC(C(O)CC(OCC1=C(C(O)=O)N2C(SC1)C(NC(CCCC(N)C(O)=O)=O)(OC)C2=O)=O)CC(N)=O)C(NC([C@@H](NC([C@@H](NC([C@@H](N)CCCN)=O)C(C)C)=O)CCCN)=O)=O)C

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.03.00

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 988.12 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Nozaki Y, Okonogi K, Katayama N, Ono H, Harada S, Kondo M, Okazaki H. Cephabacins, new cephem antibiotics of bacterial origin. IV. Antibacterial activities, stability to beta-lactamases and mode of action. J Antibiot (Tokyo). 1984 Dec;37(12):1555-65. PubMed PMID: 6335505. 2: Nozaki Y, Katayama N, Tsubotani S, Ono H, Okazaki H. Cephabacin M1-6, new 7-methoxycephem antibiotics of bacterial origin. I. A producing organism, fermentation, biological activities, and mode of action. J Antibiot (Tokyo). 1985 Sep;38(9):1141-51. PubMed PMID: 3905734. 3: Lee JS, Vladimirova MG, Demirev AV, Kim BG, Lim SK, Nam DH. Expression and characterization of polyketide synthase module involved in the late step of cephabacin biosynthesis from Lysobacter lactamgenus. J Microbiol Biotechnol. 2008 Mar;18(3):427-33. PubMed PMID: 18388458. 4: Tsubotani S, Hida T, Ono H, Harada S. Cephabacin M1-6, new 7-methoxycephem antibiotics of bacterial origin. II. Isolation, characterization and structural determination. J Antibiot (Tokyo). 1985 Sep;38(9):1152-65. PubMed PMID: 4066500. 5: Demirev AV, Lee CH, Jaishy BP, Nam DH, Ryu DD. Substrate specificity of nonribosomal peptide synthetase modules responsible for the biosynthesis of the oligopeptide moiety of cephabacin in Lysobacter lactamgenus. FEMS Microbiol Lett. 2006 Feb;255(1):121-8. PubMed PMID: 16436071. 6: Liras P. Biosynthesis and molecular genetics of cephamycins. Cephamycins produced by actinomycetes. Antonie Van Leeuwenhoek. 1999 Jan-Feb;75(1-2):109-24. Review. PubMed PMID: 10422584. 7: Tsubotani S, Hida T, Kasahara F, Wada Y, Harada S. Cephabacins, new cephem antibiotics of bacterial origin. III. Structural determination. J Antibiot (Tokyo). 1984 Dec;37(12):1546-54. PubMed PMID: 6526724. 8: Sohn YS, Nam DH, Ryu DD. Biosynthetic pathway of cephabacins in Lysobacter lactamgenus: molecular and biochemical characterization of the upstream region of the gene clusters for engineering of novel antibiotics. Metab Eng. 2001 Oct;3(4):380-92. PubMed PMID: 11676571. 9: Palissa H, von Döhren H, Kleinkauf H, Ting HH, Baldwin JE. Beta-lactam biosynthesis in a gram-negative eubacterium: purification and characterization of isopenicillin N synthase from Flavobacterium sp. strain SC 12.154. J Bacteriol. 1989 Oct;171(10):5720-8. PubMed PMID: 2793834; PubMed Central PMCID: PMC210420.