Synonym
L-Saccharopine; accharopin; Saccharopine;
IUPAC/Chemical Name
((S)-5-amino-5-carboxypentyl)-L-glutamic acid
InChi Key
ZDGJAHTZVHVLOT-YUMQZZPRSA-N
InChi Code
InChI=1S/C11H20N2O6/c12-7(10(16)17)3-1-2-6-13-8(11(18)19)4-5-9(14)15/h7-8,13H,1-6,12H2,(H,14,15)(H,16,17)(H,18,19)/t7-,8-/m0/s1
SMILES Code
O=C(O)CC[C@@H](C(O)=O)NCCCC[C@H](N)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
276.28
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: Sato T, Ito Y, Nagasawa T. Regulatory effects of the L-lysine metabolites, L-2-aminoadipic acid and L-pipecolic acid, on protein turnover in C2C12 myotubes. Biosci Biotechnol Biochem. 2016 Jul 18:1-8. [Epub ahead of print] PubMed PMID: 27427787.
2: Pena IA, Marques LA, Laranjeira AB, Yunes JA, Eberlin MN, Arruda P. Simultaneous detection of lysine metabolites by a single LC-MS/MS method: monitoring lysine degradation in mouse plasma. Springerplus. 2016 Feb 25;5:172. doi: 10.1186/s40064-016-1809-1. eCollection 2016. PubMed PMID: 27026869; PubMed Central PMCID: PMC4766172.
3: Kumar VP, Thomas LM, Bobyk KD, Andi B, Cook PF, West AH. Evidence in support of lysine 77 and histidine 96 as acid-base catalytic residues in saccharopine dehydrogenase from Saccharomyces cerevisiae. Biochemistry. 2012 Jan 31;51(4):857-66. doi: 10.1021/bi201808. Epub 2012 Jan 23. PubMed PMID: 22243403; PubMed Central PMCID: PMC3297426.
4: Yoshida N, Akazawa S, Katsuragi T, Tani Y. Characterization of two fructosyl-amino acid oxidase homologs of Schizosaccharomyces pombe. J Biosci Bioeng. 2004;97(4):278-80. PubMed PMID: 16233628.
5: Storts DR, Bhattacharjee JK. Purification and properties of saccharopine dehydrogenase (glutamate forming) in the Saccharomyces cerevisiae lysine biosynthetic pathway. J Bacteriol. 1987 Jan;169(1):416-8. PubMed PMID: 3098733; PubMed Central PMCID: PMC211784.
6: Hermann P, Meinel K. [A simple method for extraction of L-saccharopine from Neurospora crassa]. Pharmazie. 1976;31(2):132. German. PubMed PMID: 134378.