A 53868A

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

MedKoo CAT#: 571145

CAS#: 116198-48-2

Description: A 53868A is an antibiotic isolated from Streptomyces luridus.


Price and Availability

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A 53868A is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 571145
Name: A 53868A
CAS#: 116198-48-2
Chemical Formula: C11H22N3O5P
Exact Mass: 307.1297
Molecular Weight: 307.29
Elemental Analysis: C, 43.00; H, 7.22; N, 13.67; O, 26.03; P, 10.08


Synonym: A 53868A; A-53868A; A53868A; Dehydrophos

IUPAC/Chemical Name: L-Leucinamide, glycyl-N-(2-phosphono-2-propenyl)-

InChi Key: CUTXECQUPHPKMN-VIFPVBQESA-N

InChi Code: InChI=1S/C11H22N3O5P/c1-7(2)4-9(11(13)16)14(10(15)5-12)6-8(3)20(17,18)19/h7,9H,3-6,12H2,1-2H3,(H2,13,16)(H2,17,18,19)/t9-/m0/s1

SMILES Code: CC(C)C[C@@H](C(N)=O)N(C(CN)=O)CC(P(O)(O)=O)=C


Technical Data

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).

Harmonized System Code:
293490


References

1: Bougioukou DJ, Mukherjee S, van der Donk WA. Revisiting the biosynthesis of dehydrophos reveals a tRNA-dependent pathway. Proc Natl Acad Sci U S A. 2013 Jul

2;110(27):10952-7. doi: 10.1073/pnas.1303568110. Epub 2013 Jun 17. PubMed PMID: 23776232; PubMed Central PMCID: PMC3704017.

2: Shao Z, Blodgett JA, Circello BT, Eliot AC, Woodyer R, Li G, van der Donk WA, Metcalf WW, Zhao H. Biosynthesis of 2-hydroxyethylphosphonate, an unexpected intermediate common to multiple phosphonate biosynthetic pathways. J Biol Chem. 2008 Aug 22;283(34):23161-8. doi: 10.1074/jbc.M801788200. Epub 2008 Jun 10.PubMed PMID: 18544530; PubMed Central PMCID: PMC2516978.

3: Hunt AH, Elzey TK. Revised structure of A53868A. J Antibiot (Tokyo). 1988 Jun;41(6):802. PubMed PMID: 3403375.

4: Whitteck JT, Ni W, Griffin BM, Eliot AC, Thomas PM, Kelleher NL, Metcalf WW, van der Donk WA. Reassignment of the structure of the antibiotic A53868 reveals an unusual amino dehydrophosphonic acid. Angew Chem Int Ed Engl. 2007;46(47):9089-92. PubMed PMID: 17990255.

5: Lee JH, Bae B, Kuemin M, Circello BT, Metcalf WW, Nair SK, van der Donk WA. Characterization and structure of DhpI, a phosphonate O-methyltransferase involved in dehydrophos biosynthesis. Proc Natl Acad Sci U S A. 2010 Oct 12;107(41):17557-62. doi: 10.1073/pnas.1006848107. Epub 2010 Sep 27. PubMed PMID: 20876132; PubMed Central PMCID: PMC2955109.