Circulin B | CAS# 20905-50-4 (B) | antibacterial

MedKoo Cat#: 412945 | Name: Circulin B

Description:

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

Circulin B is an antibacterial

Chemical Structure

Circulin B

CAS#20905-50-4 (B)

Theoretical Analysis

MedKoo Cat#: 412945

Name: Circulin B

CAS#: 20905-50-4 (B)

Chemical Formula: C52H98N16O13

Exact Mass: 1154.7499

Molecular Weight: 1155.46

Elemental Analysis: C, 54.05; H, 8.55; N, 19.40; O, 18.00

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.

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Related CAS #

5854-98-8 (A) 20905-50-4 (B)

Synonym

Circulin B

IUPAC/Chemical Name

N-((S)-4-amino-1-(((2S,3R)-1-(((S)-4-amino-1-oxo-1-(((3S,6S,9S,12S,15R,18S,21S)-6,9,18-tris(2-aminoethyl)-12-((S)-sec-butyl)-3-((R)-1-hydroxyethyl)-15-isobutyl-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptaazacyclotricosan-21-yl)amino)butan-2-yl)amino)-3-hydroxy-1-oxobutan-2-yl)amino)-1-oxobutan-2-yl)-6-methylheptanamide

InChi Key

DRHFCEIZVVAMEH-GZQYODANSA-N

InChi Code

InChI=1S/C52H98N16O13/c1-9-29(6)40-51(80)63-34(16-22-55)43(72)61-36(18-24-57)48(77)67-41(30(7)69)50(79)58-25-19-37(46(75)60-33(15-21-54)45(74)65-38(26-28(4)5)49(78)66-40)62-44(73)35(17-23-56)64-52(81)42(31(8)70)68-47(76)32(14-20-53)59-39(71)13-11-10-12-27(2)3/h27-38,40-42,69-70H,9-26,53-57H2,1-8H3,(H,58,79)(H,59,71)(H,60,75)(H,61,72)(H,62,73)(H,63,80)(H,64,81)(H,65,74)(H,66,78)(H,67,77)(H,68,76)/t29-,30+,31+,32-,33-,34-,35-,36-,37-,38+,40-,41-,42-/m0/s1

SMILES Code

CC[C@@H]([C@@H]1NC([C@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@H]([C@H](O)C)NC([C@@H](NC(CCCCC(C)C)=O)CCN)=O)=O)CCN)=O)CCNC([C@H]([C@H](O)C)NC([C@@H](NC([C@@H](NC1=O)CCN)=O)CCN)=O)=O)=O)CCN)=O)CC(C)C)=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

>2 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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 1,155.46 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: Balaraman S, Ramalingam R. The structural and functional reliability of Circulins of Chassalia parvifolia for peptide therapeutic scaffolding. J Cell Biochem. 2018 May;119(5):3999-4008. doi: 10.1002/jcb.26557. Epub 2018 Jan 22. PMID: 29231255. 2: Derua R, Gustafson KR, Pannell LK. Analysis of the disulfide linkage pattern in circulin A and B, HIV-inhibitory macrocyclic peptides. Biochem Biophys Res Commun. 1996 Nov 12;228(2):632-8. doi: 10.1006/bbrc.1996.1708. PMID: 8920961. 3: Hayashi K, Suketa Y, Suzuki T. Chemical structure of circulin B. Experientia. 1968 Jul 15;24(7):656-7. doi: 10.1007/BF02138292. PMID: 4303114. 4: Tam JP, Lu YA. A biomimetic strategy in the synthesis and fragmentation of cyclic protein. Protein Sci. 1998 Jul;7(7):1583-92. doi: 10.1002/pro.5560070712. PMID: 9684891; PMCID: PMC2144060. 5: Arold H. Synthese eines cyclischen Decapeptids mit der für das Circulin B angegebenen Struktur [Synthesis of a cyclic decapeptide having the structure proposed for circulin B]. Justus Liebigs Ann Chem. 1970 Jan;731:152-80. German. doi: 10.1002/jlac.19707310117. PMID: 5415496. 6: Tam JP, Lu YA, Yang JL, Chiu KW. An unusual structural motif of antimicrobial peptides containing end-to-end macrocycle and cystine-knot disulfides. Proc Natl Acad Sci U S A. 1999 Aug 3;96(16):8913-8. doi: 10.1073/pnas.96.16.8913. PMID: 10430870; PMCID: PMC17707. 7: DOWLING JH, KOFFLER H, REITZ HC, PETERSON DH, TETRAULT PA. Differentiation between circulins A and B and polymyxins A and E by paper chromatography. Science. 1952 Aug 8;116(3006):147-8. doi: 10.1126/science.116.3006.147. PMID: 14950216.