Synonym
O-Phosphohydroxylysine; 5-Hydroxylysine phosphate;
IUPAC/Chemical Name
(2S)-2,6-diamino-5-(phosphonooxy)hexanoic acid
InChi Key
WLPXLNNUXMDSPG-AKGZTFGVSA-N
InChi Code
InChI=1S/C6H15N2O6P/c7-3-4(14-15(11,12)13)1-2-5(8)6(9)10/h4-5H,1-3,7-8H2,(H,9,10)(H2,11,12,13)/t4?,5-/m0/s1
SMILES Code
N[C@@H](CCC(OP(O)(O)=O)CN)C(O)=O
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
242.16
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: Dorland L, Duran M, de Bree PK, Smith GR, Horvath A, Tibosch AS, Wadman SK. O-phosphohydroxylysinuria: a new inborn error of metabolism? Clin Chim Acta. 1990 May;188(3):221-6. PubMed PMID: 2387074.
2: Hubálek F, Edmondson DE, Pohl J. Synthesis and characterization of a collagen model delta-O-phosphohydroxylysine-containing peptide. Anal Biochem. 2002 Jul 1;306(1):124-34. PubMed PMID: 12069423.
3: Tsai CH, Henderson LM. Degradation of O-phosphohydroxylysine by rat liver. Purification of the phospho-lyase. J Biol Chem. 1974 Sep 25;249(18):5784-9. PubMed PMID: 4412716.
4: Kulik W, Heerma W, Dorland L, de Bree PK, Duran M. Fast-atom bombardment tandem mass spectrometry of phosphohydroxylysine and related phosphohydroxy amino acids. Rapid Commun Mass Spectrom. 1989 Mar;3(3):76-8. PubMed PMID: 2520228.
5: Tsai CH, Henderson LM. Degradation of O-phosphohydroxylysine in rat liver. Purification and properties of 2-aminoadipic semialdehyde dehydrogenase. J Biol Chem. 1974 Sep 25;249(18):5790-2. PubMed PMID: 4369906.
6: Piggott MJ, Attwood PV. Focus on O-phosphohydroxylysine, O-phosphohydroxyproline, N (1)-phosphotryptophan and S-phosphocysteine. Amino Acids. 2017 Aug;49(8):1309-1323. doi: 10.1007/s00726-017-2446-x. Epub 2017 Jun 3. Review. PubMed PMID: 28578504.
7: Veiga-da-Cunha M, Hadi F, Balligand T, Stroobant V, Van Schaftingen E. Molecular identification of hydroxylysine kinase and of ammoniophospholyases acting on 5-phosphohydroxy-L-lysine and phosphoethanolamine. J Biol Chem. 2012 Mar 2;287(10):7246-55. doi: 10.1074/jbc.M111.323485. Epub 2012 Jan 12. PubMed PMID: 22241472; PubMed Central PMCID: PMC3293546.
