D-Ala-Lys-AMCA hydrochloride

For research use only. Not for therapeutic Use.

  • CAT Number: I046085
  • CAS Number: 2703746-41-0
  • Molecular Formula: C21H29ClN4O6
  • Molecular Weight: 468.93
  • Purity: ≥95%
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D-Ala-Lys-AMCA hydrochloride is a known proton-coupled oligopeptide transporter 1 (PEPT1) substrate that emits blue fluorescence. D-Ala-Lys-AMCA hydrochloride may be transported into liver cancer cells and Caco-2 cells based on fluorescence analysis. D-Ala-Lys-AMCA hydrochloride can be used for characterizing PEPT1-specific substrates or inhibitors[1][2].
D-Ala-Lys-AMCA (25, 50 and 150 μM, 3 h) hydrochloride may be transported into liver cancer and Caco-2 cells[1].
D-Ala-Lys-AMCA (25 μM, 10 min) hydrochloride can be uptaken by absorptive enterocytes of all small intestine segments, whereas there is a complete lack of fluorescence in colonic samples[2].


Catalog Number I046085
CAS Number 2703746-41-0
Synonyms

(2S)-6-[[2-(7-amino-4-methyl-2-oxochromen-3-yl)acetyl]amino]-2-[[(2R)-2-aminopropanoyl]amino]hexanoic acid;hydrochloride

Molecular Formula C21H29ClN4O6
Purity ≥95%
InChI InChI=1S/C21H28N4O6.ClH/c1-11-14-7-6-13(23)9-17(14)31-21(30)15(11)10-18(26)24-8-4-3-5-16(20(28)29)25-19(27)12(2)22;/h6-7,9,12,16H,3-5,8,10,22-23H2,1-2H3,(H,24,26)(H,25,27)(H,28,29);1H/t12-,16+;/m1./s1
InChIKey CUYFZQGMNMFDIC-KKJWGQAZSA-N
SMILES CC1=C(C(=O)OC2=C1C=CC(=C2)N)CC(=O)NCCCCC(C(=O)O)NC(=O)C(C)N.Cl
Reference

[1]. Gong Y, et al. Specific expression of proton-coupled oligopeptide transporter 1 in primary hepatocarcinoma-anovel strategy for tumor-targeted therapy. Oncol Lett. 2017 Oct;14(4):4158-4166.
 [Content Brief]

[2]. Groneberg DA, et al. Intestinal peptide transport: ex vivo uptake studies and localization of peptide carrier PEPT1. Am J Physiol Gastrointest Liver Physiol. 2001 Sep;281(3):G697-704.
 [Content Brief]

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