WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 571145
Description: A 53868A is an antibiotic isolated from Streptomyces luridus.
MedKoo Cat#: 571145
Name: A 53868A
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
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).
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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
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
The following data is based on the product molecular weight 307.29 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: 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.