Synonym
2-iminobiotin; 13395-35-2; Guanidinobiotin; 5-[(3aS,4S,6aR)-2-amino-3a,4,6,6a-tetrahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoic acid; 2-IMINOBIOTIN HYDROBROMIDE
IUPAC/Chemical Name
5-((3aS,4S,6aR)-2-iminohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid
InChi Key
WWVANQJRLPIHNS-ZKWXMUAHSA-N
InChi Code
InChI=1S/C10H17N3O2S/c11-10-12-6-5-16-7(9(6)13-10)3-1-2-4-8(14)15/h6-7,9H,1-5H2,(H,14,15)(H3,11,12,13)/t6-,7-,9-/m0/s1
SMILES Code
[H][C@]12CS[C@@H](CCCCC(O)=O)[C@@]1([H])NC(=N)N2
Appearance
To be determined
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
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
243.33
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: Zitta K, Peeters-Scholte C, Sommer L, Gruenewald M, Hummitzsch L, Parczany K,
Steinfath M, Albrecht M. 2-Iminobiotin Superimposed on Hypothermia Protects
Human Neuronal Cells from Hypoxia-Induced Cell Damage: An in Vitro Study.
Front Pharmacol. 2018 Jan 11;8:971. doi: 10.3389/fphar.2017.00971. PMID:
29358921; PMCID: PMC5768900.
2: Peeters-Scholte C, Meilin S, Berckovich Y, Westers P. 2-iminobiotin, a
selective inhibitor of nitric oxide synthase, improves memory and learning in a
rat model after four vessel occlusion, mimicking cardiac arrest. PLoS One. 2023
Sep 25;18(9):e0291915. doi: 10.1371/journal.pone.0291915. PMID: 37747911; PMCID:
PMC10519591.
3: Sup SJ, Green BG, Grant SK. 2-Iminobiotin is an inhibitor of nitric oxide
synthases. Biochem Biophys Res Commun. 1994 Oct 28;204(2):962-8. doi:
10.1006/bbrc.1994.2554. PMID: 7526856.
4: Fudem-Goldin B, Orr GA. 2-Iminobiotin-containing reagent and affinity
columns. Methods Enzymol. 1990;184:167-73. doi: 10.1016/0076-6879(90)84271-h.
PMID: 2388568.
5: Zitta K, Peeters-Scholte C, Sommer L, Parczany K, Steinfath M, Albrecht M.
Insights into the neuroprotective mechanisms of 2-iminobiotin employing an in-
vitro model of hypoxic-ischemic cell injury. Eur J Pharmacol. 2016 Dec
5;792:63-69. doi: 10.1016/j.ejphar.2016.10.026. Epub 2016 Oct 23. PMID:
27780726.
