Synonym
Pentosidine; 124505-87-9; BJ4I2X2CQJ; CHEBI:59951; (2S)-2-amino-6-[2-[[(4S)-4-amino-4-carboxybutyl]amino]imidazo[4,5-b]pyridin-4-yl]hexanoic acid
IUPAC/Chemical Name
(S)-2-amino-6-(2-(((S)-4-amino-4-carboxybutyl)amino)-4H-imidazo[4,5-b]pyridin-4-yl)hexanoic acid
InChi Key
AYEKKSTZQYEZPU-RYUDHWBXSA-N
InChi Code
InChI=1S/C17H26N6O4/c18-11(15(24)25)5-1-2-9-23-10-4-7-13-14(23)22-17(21-13)20-8-3-6-12(19)16(26)27/h4,7,10-12H,1-3,5-6,8-9,18-19H2,(H,20,21)(H,24,25)(H,26,27)/t11-,12-/m0/s1
SMILES Code
N[C@@H](CCCCN1C=CC=C2N=C(NCCC[C@H](N)C(O)=O)N=C12)C(O)=O
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
378.43
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: Sell DR, Nagaraj RH, Grandhee SK, Odetti P, Lapolla A, Fogarty J, Monnier VM.
Pentosidine: a molecular marker for the cumulative damage to proteins in
diabetes, aging, and uremia. Diabetes Metab Rev. 1991 Dec;7(4):239-51. doi:
10.1002/dmr.5610070404. PMID: 1813279.
2: Morales S, García-Salcedo JA, Muñoz-Torres M. Pentosidina: un nuevo
biomarcador de las complicaciones en la diabetes mellitus [Pentosidine: a new
biomarker in diabetes mellitus complications]. Med Clin (Barc). 2011 Mar
19;136(7):298-302. Spanish. doi: 10.1016/j.medcli.2009.12.001. Epub 2010 Mar 11.
PMID: 20226481.
3: Sell DR, Lapolla A, Odetti P, Fogarty J, Monnier VM. Pentosidine formation in
skin correlates with severity of complications in individuals with long-standing
IDDM. Diabetes. 1992 Oct;41(10):1286-92. doi: 10.2337/diab.41.10.1286. PMID:
1397702.
4: Kawamura M, Masaki C, Shibata Y, Kondo Y, Mukaibo T, Miyazaki T, Hosokawa R.
Pentosidine correlates with nanomechanical properties of human jaw bone. J Mech
Behav Biomed Mater. 2019 Oct;98:20-25. doi: 10.1016/j.jmbbm.2019.06.002. Epub
2019 Jun 4. PMID: 31176091.
