Saphenamycin

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

MedKoo CAT#: 461132

CAS#: 634600-55-8

Description: Saphenamycin is a novel antibiotic from a strain of Streptomyces.


Chemical Structure

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Saphenamycin
CAS# 634600-55-8

Theoretical Analysis

MedKoo Cat#: 461132
Name: Saphenamycin
CAS#: 634600-55-8
Chemical Formula: C23H18N2O5
Exact Mass: 402.1216
Molecular Weight: 402.4
Elemental Analysis: C, 68.65; H, 4.51; N, 6.96; O, 19.88

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: Saphenamycin; Racemic ssaphenamycin;

IUPAC/Chemical Name: 6-(1-((2-hydroxy-6-methylbenzoyl)oxy)ethyl)phenazine-1-carboxylic acid

InChi Key: AXHGAUSFRHOIGV-UHFFFAOYSA-N

InChi Code: InChI=1S/C23H18N2O5/c1-12-6-3-11-18(26)19(12)23(29)30-13(2)14-7-4-9-16-20(14)24-17-10-5-8-15(22(27)28)21(17)25-16/h3-11,13,26H,1-2H3,(H,27,28)

SMILES Code: CC(c(ccc1)c2c1nc(c(C(O)=O)ccc3)c3n2)OC(c4c(O)cccc4C)=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: 2934.99.03.00

Preparing Stock Solutions

The following data is based on the product molecular weight 402.4 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

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1: Rui Z, Ye M, Wang S, Fujikawa K, Akerele B, Aung M, Floss HG, Zhang W, Yu TW. Insights into a divergent phenazine biosynthetic pathway governed by a plasmid-born esmeraldin gene cluster. Chem Biol. 2012 Sep 21;19(9):1116-25. doi: 10.1016/j.chembiol.2012.07.025. PubMed PMID: 22999880.

2: Laursen JB, de Visser PC, Nielsen HK, Jensen KJ, Nielsen J. Solid-phase synthesis of new saphenamycin analogues with antimicrobial activity. Bioorg Med Chem Lett. 2002 Jan 21;12(2):171-5. PubMed PMID: 11755347.

3: Laursen JB, Jørgensen CG, Nielsen J. First synthesis of racemic saphenamycin and its enantiomers. investigation of biological activity. Bioorg Med Chem. 2003 Mar 6;11(5):723-31. PubMed PMID: 12538002.

4: Bahnmüller U, Keller-Schierlein W, Brandl M, Zähner H, Diddens H. Metabolites of microorganisms. 248. Synthetic analogs of saphenamycin. J Antibiot (Tokyo). 1988 Nov;41(11):1552-60. PubMed PMID: 3198490.

5: Kitahara M, Nakamura H, Matsuda Y, Hamada M, Naganawa H, Maeda K, Umezawa H, Iitaka Y. Saphenamycin, a novel antibiotic from a strain of Streptomyces. J Antibiot (Tokyo). 1982 Oct;35(10):1412-4. PubMed PMID: 7174526.

6: Geiger A, Keller-Schierlein W, Brandl M, Zähner H. Metabolites of microorganisms. 247. Phenazines from Streptomyces antibioticus, strain Tü 2706. J Antibiot (Tokyo). 1988 Nov;41(11):1542-51. PubMed PMID: 3058669.

7: Laursen JB, Petersen L, Jensen KJ, Nielsen J. Efficient synthesis of glycosylated phenazine natural products and analogs with DISAL (methyl 3,5-dinitrosalicylate) glycosyl donors. Org Biomol Chem. 2003 Sep 21;1(18):3147-53. PubMed PMID: 14527145.