Synonym
α-Hydroxyadipic Acid; 2-Hydroxyadipic Acid; 2Hydroxyadipic Acid; 2 Hydroxyadipic Acid; αHydroxyadipic Acid; α Hydroxyadipic Acid
IUPAC/Chemical Name
2-hydroxyhexanedioic acid
InChi Key
OTTXIFWBPRRYOG-UHFFFAOYSA-N
InChi Code
InChI=1S/C6H10O5/c7-4(6(10)11)2-1-3-5(8)9/h4,7H,1-3H2,(H,8,9)(H,10,11)
SMILES Code
O=C(O)CCCC(O)C(O)=O
Purity
>95% (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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
|
Solvent |
mg/mL |
mM |
| Solubility |
| DMF |
2.0 |
12.33 |
| DMSO |
1.0 |
6.17 |
| Ethanol |
2.0 |
12.33 |
| PBS (pH: 7.2) |
5.0 |
30.84 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
162.14
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: Vy Tran A, Park SK, Jin Lee H, Yong Kim T, Kim Y, Suh YW, Lee KY, Jin Kim Y, Baek J. Efficient Production of Adipic Acid by a Two-Step Catalytic Reaction of Biomass-Derived 2,5-Furandicarboxylic Acid. ChemSusChem. 2022 May 20;15(10):e202200375. doi: 10.1002/cssc.202200375. Epub 2022 Apr 1. PMID: 35293137.
2: Choe U, Sun J, Bailoni E, Chen P, Li Y, Gao B, Wang TTY, Rao J, Yu LL. Chemical Composition of Tomato Seed Flours, and Their Radical Scavenging, Anti- Inflammatory and Gut Microbiota Modulating Properties. Molecules. 2021 Mar 9;26(5):1478. doi: 10.3390/molecules26051478. PMID: 33803186; PMCID: PMC7963151.
3: Calderón C, Santi C, Lämmerhofer M. Chiral separation of disease biomarkers with 2-hydroxycarboxylic acid structure. J Sep Sci. 2018 Mar;41(6):1224-1231. doi: 10.1002/jssc.201701243. Epub 2017 Dec 27. PMID: 29205897.
4: Dang L. A biocatalyst inspired by cancer. Nat Chem Biol. 2012 Nov;8(11):874-5. doi: 10.1038/nchembio.1090. PMID: 23076064.
5: Reitman ZJ, Choi BD, Spasojevic I, Bigner DD, Sampson JH, Yan H. Enzyme redesign guided by cancer-derived IDH1 mutations. Nat Chem Biol. 2012 Nov;8(11):887-9. doi: 10.1038/nchembio.1065. Epub 2012 Sep 23. PMID: 23001033; PMCID: PMC3487689.
6: Parthasarathy A, Pierik AJ, Kahnt J, Zelder O, Buckel W. Substrate specificity of 2-hydroxyglutaryl-CoA dehydratase from Clostridium symbiosum: toward a bio-based production of adipic acid. Biochemistry. 2011 May 3;50(17):3540-50. doi: 10.1021/bi1020056. Epub 2011 Apr 5. Erratum in: Biochemistry. 2011 May 24;50(20):4392. PMID: 21434666.
7: Lin HM, Barnett MP, Roy NC, Joyce NI, Zhu S, Armstrong K, Helsby NA, Ferguson LR, Rowan DD. Metabolomic analysis identifies inflammatory and noninflammatory metabolic effects of genetic modification in a mouse model of Crohn's disease. J Proteome Res. 2010 Apr 5;9(4):1965-75. doi: 10.1021/pr901130s. PMID: 20141220.
8: Jakobs C, de Grauw AJ. A fatal case of 2-keto-, 2-hydroxy- and 2-aminoadipic aciduria: relation of organic aciduria to phenotype? J Inherit Metab Dis. 1992;15(2):279-80. doi: 10.1007/BF01799643. PMID: 1527995.
