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MedKoo Cat#: 592472 | Name: Albonoursin

Description:

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

Albonoursin is an antibacterial cyclic dipeptide.

Chemical Structure

Albonoursin
Albonoursin
CAS#1222-90-8

Theoretical Analysis

MedKoo Cat#: 592472

Name: Albonoursin

CAS#: 1222-90-8

Chemical Formula: C15H16N2O2

Exact Mass: 256.1212

Molecular Weight: 256.31

Elemental Analysis: C, 70.29; H, 6.29; N, 10.93; O, 12.48

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 #
No Data
Synonym
Albonoursin; B-73; P-42-2
IUPAC/Chemical Name
2,5-Piperazinedione, 3-benzylidene-6-isobutylidene-
InChi Key
LCIIOYPBHIZBOD-QHKWOANTSA-N
InChi Code
InChI=1S/C15H16N2O2/c1-10(2)8-12-14(18)17-13(15(19)16-12)9-11-6-4-3-5-7-11/h3-10H,1-2H3,(H,16,19)(H,17,18)/b12-8+,13-9+
SMILES Code
O=C(/C(NC/1=O)=C\C2=CC=CC=C2)NC1=C\C(C)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

Preparing Stock Solutions

The following data is based on the product molecular weight 256.31 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.

Recalculate based on batch purity %
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: Li Y, Lai YM, Lu Y, Yang YL, Chen S. Analysis of the biosynthesis of antibacterial cyclic dipeptides in Nocardiopsis alba. Arch Microbiol. 2014 Nov;196(11):765-74. doi: 10.1007/s00203-014-1015-x. Epub 2014 Jul 22. PubMed PMID: 25048158. 2: Gondry M, Sauguet L, Belin P, Thai R, Amouroux R, Tellier C, Tuphile K, Jacquet M, Braud S, Courçon M, Masson C, Dubois S, Lautru S, Lecoq A, Hashimoto S, Genet R, Pernodet JL. Cyclodipeptide synthases are a family of tRNA-dependent peptide bond-forming enzymes. Nat Chem Biol. 2009 Jun;5(6):414-20. doi: 10.1038/nchembio.175. PubMed PMID: 19430487. 3: Kanzaki H, Imura D, Nitoda T, Kawazu K. Enzymatic conversion of cyclic dipeptides to dehydro derivatives that inhibit cell division. J Biosci Bioeng. 2000;90(1):86-9. PubMed PMID: 16232823. 4: Kanzaki H, Yanagisawa S, Nitoda T. Enzymatic synthesis of dehydro cyclo(His-Phe)s, analogs of the potent cell cycle inhibitor, dehydrophenylahistin, and their inhibitory activities toward cell division. Biosci Biotechnol Biochem. 2004 Nov;68(11):2341-5. PubMed PMID: 15564674. 5: Kanzaki H, Yanagisawa S, Kanoh K, Nitoda T. A novel potent cell cycle inhibitor dehydrophenylahistin--enzymatic synthesis and inhibitory activity toward sea urchin embryo. J Antibiot (Tokyo). 2002 Dec;55(12):1042-7. PubMed PMID: 12617513. 6: Lautru S, Gondry M, Genet R, Pernodet JL. The albonoursin gene Cluster of S noursei biosynthesis of diketopiperazine metabolites independent of nonribosomal peptide synthetases. Chem Biol. 2002 Dec;9(12):1355-64. PubMed PMID: 12498889. 7: Gondry M, Lautru S, Fusai G, Meunier G, Ménez A, Genet R. Cyclic dipeptide oxidase from Streptomyces noursei. Isolation, purification and partial characterization of a novel, amino acyl alpha,beta-dehydrogenase. Eur J Biochem. 2001 Mar;268(6):1712-21. PubMed PMID: 11248691. 8: Kanzaki H, Yanagisawa S, Nitoda T. Biosynthetic intermediates of the tetradehydro cyclic dipeptide albonoursin produced by Streptomyces albulus KO-23. J Antibiot (Tokyo). 2000 Nov;53(11):1257-64. PubMed PMID: 11213286. 9: Kanzaki H, Imura D, Nitoda T, Kawazu K. Effective production of dehydro cyclic dipeptide albonoursin exhibiting pronuclear fusion inhibitory activity. II. Biosynthetic and bioconversion studies. J Antibiot (Tokyo). 2000 Jan;53(1):58-62. PubMed PMID: 10724009. 10: Kanzaki H, Imura D, Sashida R, Kobayashi A, Kawazu K. Effective production of dehydro cyclic dipeptide albonoursin exhibiting pronuclear fusion inhibitory activity. I. Taxonomy and fermentation. J Antibiot (Tokyo). 1999 Nov;52(11):1017-22. PubMed PMID: 10656574. 11: Fukushima K, Yazawa K, Arai T. Biological activities of albonoursin. J Antibiot (Tokyo). 1973 Mar;26(3):175-6. PubMed PMID: 4783201. 12: Shin C, Chigira Y, Masaki M, Ota M. Synthesis of albonoursin. Bull Chem Soc Jpn. 1969 Jan;42(1):191-3. PubMed PMID: 5775961.