MedKoo Cat#: 597689 | Name: Octicidine

Description:

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

Octicidine is derived from phaseolotoxin by removal of C-terminal dipeptide; a transition state analog that irreversibly inhibits ornithine carbamoyltransferase.

Chemical Structure

Octicidine
Octicidine
CAS#65370-68-5

Theoretical Analysis

MedKoo Cat#: 597689

Name: Octicidine

CAS#: 65370-68-5

Chemical Formula: C5H14N3O7PS

Exact Mass: 291.0290

Molecular Weight: 291.21

Elemental Analysis: C, 20.62; H, 4.85; N, 14.43; O, 38.46; P, 10.64; S, 11.01

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
Octicidine; ASOHO;
IUPAC/Chemical Name
(2S)-2-amino-5-((hydroxy(sulfamoyloxy)phosphoryl)amino)pentanoic acid
InChi Key
LNALGAKWYMMOEZ-BYPYZUCNSA-N
InChi Code
InChI=1S/C5H14N3O7PS/c6-4(5(9)10)2-1-3-8-16(11,12)15-17(7,13)14/h4H,1-3,6H2,(H,9,10)(H2,7,13,14)(H2,8,11,12)/t4-/m0/s1
SMILES Code
N[C@@H](CCCNP(O)(OS(=O)(N)=O)=O)C(O)=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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 291.21 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: Hatziloukas E, Panopoulos NJ. Origin, structure, and regulation of argK, encoding the phaseolotoxin-resistant ornithine carbamoyltransferase in Pseudomonas syringae pv. phaseolicola, and functional expression of argK in transgenic tobacco. J Bacteriol. 1992 Sep;174(18):5895-909. PubMed PMID: 1522066; PubMed Central PMCID: PMC207126. 2: Langley DB, Templeton MD, Fields BA, Mitchell RE, Collyer CA. Mechanism of inactivation of ornithine transcarbamoylase by Ndelta -(N'-Sulfodiaminophosphinyl)-L-ornithine, a true transition state analogue? Crystal structure and implications for catalytic mechanism. J Biol Chem. 2000 Jun 30;275(26):20012-9. Erratum in: J Biol Chem 2000 Sep 29;275(39):30746. PubMed PMID: 10747936. 3: Templeton MD, Reinhardt LA, Collyer CA, Mitchell RE, Cleland WW. Kinetic analysis of the L-ornithine transcarbamoylase from Pseudomonas savastanoi pv. phaseolicola that is resistant to the transition state analogue (R)-N delta-(N'-sulfodiaminophosphinyl)-L-ornithine. Biochemistry. 2005 Mar 22;44(11):4408-15. PubMed PMID: 15766270. 4: Templeton MD, Mitchell RE, Sullivan PA, Shepherd MG. The inactivation of ornithine transcarbamoylase by N delta-(N'-sulpho-diaminophosphinyl)-L-ornithine. Biochem J. 1985 Jun 1;228(2):347-52. PubMed PMID: 4015624; PubMed Central PMCID: PMC1144992.