Synonym
JBP-485; JBP 485; JBP485; Cyclo-trans-4-L-hydroxyprolyl-L-serine
IUPAC/Chemical Name
(3S,7R,8aS)-Hexahydro-7-hydroxy-3-(hydroxymethyl)-pyrrolo[1,2-a]pyrazine-1,4-dione
InChi Key
FUYZNZHRVJWTLT-SRQIZXRXSA-N
InChi Code
InChI=1S/C8H12N2O4/c11-3-5-8(14)10-2-4(12)1-6(10)7(13)9-5/h4-6,11-12H,1-3H2,(H,9,13)/t4-,5+,6+/m1/s1
SMILES Code
O=C(N[C@H]1CO)[C@@](C[C@@H](O)C2)([H])N2C1=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
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
200.19
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: Shu R, Wang C, Meng Q, Liu Z, Wu J, Sun P, Sun H, Ma X, Huo X, Liu K. Resveratrol enhances the protective effects of JBP485 against indomethacin-induced rat intestinal damage in vivo and vitro through up-regulating oligopeptide transporter 1 (Pept1). Biomed Pharmacother. 2018 Dec 23;111:251-261. doi: 10.1016/j.biopha.2018.12.084. [Epub ahead of print] PubMed PMID: 30590313.
2: Wen S, Wang C, Huo X, Meng Q, Liu Z, Yang S, Zhu Y, Sun H, Ma X, Liu K. JBP485 attenuates vancomycin-induced nephrotoxicity by regulating the expressions of organic anion transporter (Oat) 1, Oat3, organic cation transporter 2 (Oct2), multidrug resistance-associated protein 2 (Mrp2) and P-glycoprotein (P-gp) in rats. Toxicol Lett. 2018 Oct 1;295:195-204. doi: 10.1016/j.toxlet.2018.06.1220. Epub 2018 Jun 28. PubMed PMID: 29964132.
3: Nagata M, Nakamura T, Hata Y, Yamaguchi S, Kaku T, Kinoshita S. JBP485 promotes corneal epithelial wound healing. Sci Rep. 2015 Oct 1;5:14776. doi: 10.1038/srep14776. PubMed PMID: 26424376; PubMed Central PMCID: PMC4589775.
4: Nakamura T, Hata Y, Nagata M, Yokoi N, Yamaguchi S, Kaku T, Kinoshita S. JBP485 promotes tear and mucin secretion in ocular surface epithelia. Sci Rep. 2015 May 21;5:10248. doi: 10.1038/srep10248. PubMed PMID: 25996902; PubMed Central PMCID: PMC4440520.
5: Guo X, Meng Q, Liu Q, Wang C, Huo X, Zhang Z, Kaku T, Liu K. Simultaneous determination of three dipeptides (JBP485, Gly-Sar and JBP923) in the cell lysates by liquid chromatography-tandem mass spectrometry: application to identify the function of the PEPT1 transfected cell. Biomed Chromatogr. 2014 Dec;28(12):1839-45. doi: 10.1002/bmc.3228. Epub 2014 Jun 6. PubMed PMID: 24903899.
