IUPAC/Chemical Name
2-(1-Hexynyl)-N-methyladenosine
InChi Key
KOCIMZNSNPOGOP-IWCJZZDYSA-N
InChi Code
InChI=1S/C17H23N5O4/c1-3-4-5-6-7-11-20-15(18-2)12-16(21-11)22(9-19-12)17-14(25)13(24)10(8-23)26-17/h9-10,13-14,17,23-25H,3-5,8H2,1-2H3,(H,18,20,21)/t10-,13-,14-,17-/m1/s1
SMILES Code
OC[C@@H]1[C@H]([C@H]([C@H](N2C=NC3=C(N=C(C#CCCCC)N=C32)NC)O1)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
>2 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
361.40
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: Stoddart LA, Kellam B, Briddon SJ, Hill SJ. Effect of a toggle switch mutation in TM6 of the human adenosine A₃ receptor on Gi protein-dependent signalling and Gi-independent receptor internalization. Br J Pharmacol. 2014 Aug;171(16):3827-44. doi: 10.1111/bph.12739. PubMed PMID: 24750014; PubMed Central PMCID: PMC4128046.
2: Dal Ben D, Buccioni M, Lambertucci C, Kachler S, Falgner N, Marucci G, Thomas A, Cristalli G, Volpini R, Klotz KN. Different efficacy of adenosine and NECA derivatives at the human A3 adenosine receptor: insight into the receptor activation switch. Biochem Pharmacol. 2014 Jan 15;87(2):321-31. doi: 10.1016/j.bcp.2013.10.011. Epub 2013 Oct 23. PubMed PMID: 24161786.
3: Amani M, Jeddi S, Ahmadiasl N, Usefzade N, Zaman J. Effect of HEMADO on Level of CK-MB and LDH Enzymes after Ischemia/Reperfusion Injury in Isolated Rat Heart. Bioimpacts. 2013;3(2):101-4. doi: 10.5681/bi.2013.003. Epub 2012 Nov 13. PubMed PMID: 23878794; PubMed Central PMCID: PMC3713869.
4: Yuan K, Bai GY, Park WH, Kim SZ, Kim SH. Stimulation of ANP secretion by 2-Cl-IB-MECA through A(3) receptor and CaMKII. Peptides. 2008 Dec;29(12):2216-24. doi: 10.1016/j.peptides.2008.09.003. Epub 2008 Sep 16. PubMed PMID: 18838091.
5: Klotz KN, Falgner N, Kachler S, Lambertucci C, Vittori S, Volpini R, Cristalli G. [3H]HEMADO--a novel tritiated agonist selective for the human adenosine A3 receptor. Eur J Pharmacol. 2007 Feb 5;556(1-3):14-8. Epub 2006 Oct 27. PubMed PMID: 17126322.
6: Ravyn V, Bostwick JR. Functional coupling of the Galpha(olf) variant XLGalpha(olf) with the human adenosine A2A receptor. J Recept Signal Transduct Res. 2006;26(4):241-58. PubMed PMID: 16818375.