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MedKoo Cat#: 585318 | Name: Bluensomycin

Description:

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

Bluensomycin is a a broad spectrum antibiotic similar to streptomycin that has been found effective against Staphylococcus and Proteus bacteria.

Chemical Structure

Bluensomycin
Bluensomycin
CAS#11011-72-6

Theoretical Analysis

MedKoo Cat#: 585318

Name: Bluensomycin

CAS#: 11011-72-6

Chemical Formula: C21H39N5O14

Exact Mass: 585.2494

Molecular Weight: 585.56

Elemental Analysis: C, 43.07; H, 6.71; N, 11.96; O, 38.25

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
Bluensomycin; U 12898; U12898; U-12898
IUPAC/Chemical Name
[(1S,2S,3S,4S,5R,6R)-3-(diaminomethylideneamino)-4-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy-4-hydroxy-4-(hydroxymethyl)-5-methyloxolan-2-yl]oxy-2,5,6-trihydroxycyclohexyl] carbamate
InChi Key
RQLDKUSQKQMFCN-DOOXDOMHSA-N
InChi Code
InChI=1S/C21H39N5O14/c1-5-21(35,4-28)16(40-17-8(25-2)10(30)9(29)6(3-27)37-17)18(36-5)38-14-7(26-19(22)23)11(31)15(39-20(24)34)13(33)12(14)32/h5-18,25,27-33,35H,3-4H2,1-2H3,(H2,24,34)(H4,22,23,26)/t5-,6-,7-,8-,9-,10-,11-,12+,13+,14-,15-,16-,17-,18-,21+/m0/s1
SMILES Code
NC(O[C@H]1[C@@H](O)[C@H](/N=C(N)\N)[C@H](O[C@@H]2O[C@@H](C)[C@@](CO)(O)[C@H]2O[C@@H]3O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]3NC)[C@H](O)[C@H]1O)=O
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 585.56 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: Ray BJ, Pittillo RF. Chemotherapeutic activity of bluensomycin. Appl Microbiol. 1969 Sep;18(3):509-10. PubMed PMID: 5373681; PubMed Central PMCID: PMC378014. 2: Walker JB. Possible evolutionary relationships between streptomycin and bluensomycin biosynthetic pathways: detection of novel inositol kinase and O-carbamoyltransferase activities. J Bacteriol. 1990 Oct;172(10):5844-51. PubMed PMID: 1698764; PubMed Central PMCID: PMC526902. 3: Jung YG, Kang SH, Hyun CG, Yang YY, Kang CM, Suh JW. Isolation and characterization of bluensomycin biosynthetic genes from Streptomyces bluensis. FEMS Microbiol Lett. 2003 Feb 28;219(2):285-9. PubMed PMID: 12620633. 4: Walker JB. Pathways of biosynthesis of the guanidinated inositol moieties of streptomycin and bluensomycin. Methods Enzymol. 1975;43:429-33. PubMed PMID: 48996. 5: Wallace ST, Schroeder R. In vitro selection and characterization of streptomycin-binding RNAs: recognition discrimination between antibiotics. RNA. 1998 Jan;4(1):112-23. PubMed PMID: 9436913; PubMed Central PMCID: PMC1369601. 6: Munro MH, Stroshane RM, Rinehart KL Jr. Location of guanidino and ureido groups in bluensomycin from C NMR spectra of streptomycin and related compounds. J Antibiot (Tokyo). 1982 Oct;35(10):1331-7. PubMed PMID: 6184357. 7: Harwood JH, Smith DH. Phenotypic suppression by streptomycin-adenlate and bluensomycin-adenylate. Genet Res. 1969 Dec;14(3):259-73. PubMed PMID: 4904462. 8: Walker JB. Biosynthesis of the monoguanidinated inositol moiety of bluensomycin, a possible evolutionary precursor of streptomycin. J Biol Chem. 1974 Apr 25;249(8):2397-404. PubMed PMID: 4132552. 9: McGilveray IJ, Rinehart KL Jr. The anomeric linkage of streptose in streptomycin and bluensomycin. J Am Chem Soc. 1965 Sep 5;87(17):4003-4. PubMed PMID: 5845273. 10: Smith DH, Janjigian JA, Prescott N, Anderson PW. Resistance factor-mediated spectinomycin resistance. Infect Immun. 1970 Jan;1(1):120-7. PubMed PMID: 16557684; PubMed Central PMCID: PMC415863. 11: Barlow CB, Anderson L. A study of the structure of bluensomycin with the tetramminecopper reagent. J Antibiot (Tokyo). 1972 May;25(5):281-6. PubMed PMID: 4114441. 12: Harwood JH, Smith DH. Resistance factor-mediated streptomycin resistance. J Bacteriol. 1969 Mar;97(3):1262-71. PubMed PMID: 4887506; PubMed Central PMCID: PMC249843. 13: von Ahsen U, Schroeder R. Streptomycin inhibits splicing of group I introns by competition with the guanosine substrate. Nucleic Acids Res. 1991 May 11;19(9):2261-5. PubMed PMID: 1710351; PubMed Central PMCID: PMC329428. 14: Ahlert J, Distler J, Mansouri K, Piepersberg W. Identification of stsC, the gene encoding the L-glutamine:scyllo-inosose aminotransferase from streptomycin-producing Streptomycetes. Arch Microbiol. 1997 Aug;168(2):102-13. PubMed PMID: 9238101. 15: Olitzki AL, Olitzki Z, Davis CL. Chemotherapeutic studies of mycobacterial infections in mice. Appl Microbiol. 1968 Mar;16(3):500-5. PubMed PMID: 4384964; PubMed Central PMCID: PMC547448.