Synonym
PGB1; Prostaglandin B1
IUPAC/Chemical Name
(S,E)-7-(2-(3-hydroxyoct-1-en-1-yl)-5-oxocyclopent-1-en-1-yl)heptanoic acid
InChi Key
YBHMPNRDOVPQIN-VSOYFRJCSA-N
InChi Code
InChI=1S/C20H32O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h12,14,17,21H,2-11,13,15H2,1H3,(H,23,24)/b14-12+/t17-/m0/s1
SMILES Code
O=C1C(CCCCCCC(O)=O)=C(/C=C/[C@H](CCCCC)O)CC1
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
336.47
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: Yeo J, Lee YH, Jeon SM, Jung UJ, Lee MK, Jung YM, Choi MS. Supplementation of a novel microbial biopolymer, PGB1, from new Enterobacter sp. BL-2 delays the deterioration of type 2 diabetic mice. J Microbiol Biotechnol. 2007 Dec;17(12):1983-90. PMID: 18167446.
2: Bruce PG, Freunberger SA, Hardwick LJ, Tarascon JM. Li-O2 and Li-S batteries with high energy storage. Nat Mater. 2011 Dec 15;11(1):19-29. doi: 10.1038/nmat3191. Erratum in: Nat Mater. 2012 Feb;11(2):172. PMID: 22169914.
3: Franson RC, Rosenthal MD, Regelson W. Mechanism(s) of cytoprotective and anti-inflammatory activity of PGB1 oligomers: PGBx has potent anti-phospholipase A2 and anti-oxidant activity. Prostaglandins Leukot Essent Fatty Acids. 1991 Jun;43(2):63-70. doi: 10.1016/0952-3278(91)90173-3. PMID: 1886908.
4: Lindman S, Linse S, Mulder FA, André I. pK(a) values for side-chain carboxyl groups of a PGB1 variant explain salt and pH-dependent stability. Biophys J. 2007 Jan 1;92(1):257-66. doi: 10.1529/biophysj.106.088682. Epub 2006 Oct 13. Erratum in: Biophys J. 2009 May 6;96(9):3886. PMID: 17040982; PMCID: PMC1697841.
5: DeTitta GT, Langs DA, Edmonds JW. Prostaglandins PGA1 and PGB1. Crystallographic studies of the conformational requirements for 15-hydroxyprostaglandin dehydrogenase activity. Biochemistry. 1979 Jul 24;18(15):3387-91. doi: 10.1021/bi00582a027. PMID: 465479.
6: Mira MM, Ciacka K, Hill RD, Stasolla C. In vitro differentiation of tracheary elements is induced by suppression of Arabidopsis phytoglobins. Plant Physiol Biochem. 2019 Feb;135:141-148. doi: 10.1016/j.plaphy.2018.11.036. Epub 2018 Nov 29. PMID: 30529980.
7: Bille A, Jensen KS, Mohanty S, Akke M, Irbäck A. Stability and Local Unfolding of SOD1 in the Presence of Protein Crowders. J Phys Chem B. 2019 Mar 7;123(9):1920-1930. doi: 10.1021/acs.jpcb.8b10774. Epub 2019 Feb 26. PMID: 30753785.
8: Suzuki Y, Kurakata E, Yoshida A, Kobayashi A, Park MK. Molecular identification of single hormone-encoding proglucagon cDNA isoforms from squamates and their abundant expression. Gene. 2018 Oct 30;675:322-331. doi: 10.1016/j.gene.2018.07.011. Epub 2018 Jul 4. PMID: 29981418.
9: Pike JE. Total synthesis of prostaglandins. Fortschr Chem Org Naturst. 1970;28:313-42. doi: 10.1007/978-3-7091-7123-3_7. PMID: 4950982.
10: Zafari S, Hebelstrup KH, Igamberdiev AU. Transcriptional and Metabolic Changes Associated with Phytoglobin Expression during Germination of Barley Seeds. Int J Mol Sci. 2020 Apr 17;21(8):2796. doi: 10.3390/ijms21082796. PMID: 32316536; PMCID: PMC7215281.