Synonym
FR 33289; FR33289; FR-33289
IUPAC/Chemical Name
Phosphonic acid, (3-(acetylhydroxyamino)-2-hydroxypropyl)-, monosodium salt, (R)-
InChi Key
GIVARPDUQVHFMQ-NUBCRITNSA-M
InChi Code
InChI=1S/C5H12NO6P.Na/c1-4(7)6(9)2-5(8)3-13(10,11)12;/h5,8-9H,2-3H2,1H3,(H2,10,11,12);/q;+1/p-1/t5-;/m1./s1
SMILES Code
O[C@H](CN(C(C)=O)O)CP([O-])(O)=O.[Na+]
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
235.11
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: Okuhara M, Kuroda Y, Goto T, Okamoto M, Terano H, Kohsaka M, Aoki H, Imanaka H. Studies on new phosphonic acid antibiotics. III. Isolation and characterization of FR-31564, FR-32863 and FR-33289. J Antibiot (Tokyo). 1980 Jan;33(1):24-8. doi: 10.7164/antibiotics.33.24. PMID: 6768705.
2: Kuroda Y, Okuhara M, Goto T, Okamoto M, Terano H, Kohsaka M, Aoki H, Imanaka H. Studies on new phosphonic acid antibiotics. IV. Structure determination of FR-33289, FR-31564 and FR-32863. J Antibiot (Tokyo). 1980 Jan;33(1):29-35. doi: 10.7164/antibiotics.33.29. PMID: 7372547.
3: Johannes TW, DeSieno MA, Griffin BM, Thomas PM, Kelleher NL, Metcalf WW, Zhao H. Deciphering the late biosynthetic steps of antimalarial compound FR-900098. Chem Biol. 2010 Jan 29;17(1):57-64. doi: 10.1016/j.chembiol.2009.12.009. PMID: 20142041; PMCID: PMC2819980.
4: Li C, Junaid M, Almuqri EA, Hao S, Zhang H. Structural analysis of a phosphonate hydroxylase with an access tunnel at the back of the active site. Acta Crystallogr F Struct Biol Commun. 2016 May;72(Pt 5):362-8. doi: 10.1107/S2053230X16004933. Epub 2016 Apr 22. PMID: 27139827; PMCID: PMC4854563.
5: DeSieno MA, van der Donk WA, Zhao H. Characterization and application of the Fe(II) and α-ketoglutarate dependent hydroxylase FrbJ. Chem Commun (Camb). 2011 Sep 28;47(36):10025-7. doi: 10.1039/c1cc13597j. Epub 2011 Aug 10. PMID: 21829824; PMCID: PMC4091617.
6: Iguchi E, Okuhara M, Kohsaka M, Aoki H, Imanaka H. Studies on new phosphonic acid antibiotics. II. Taxonomic studies on producing organisms of the phosphonic acid and related compounds. J Antibiot (Tokyo). 1980 Jan;33(1):19-23. PMID: 7372546.
