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MedKoo Cat#: 598627 | Name: Leucylproline

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Leucylproline is a proteolytic breakdown product of larger proteins. It belongs to the family of Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. It is found in urine.

Chemical Structure

Leucylproline
CAS#6403-35-6

Theoretical Analysis

MedKoo Cat#: 598627

Name: Leucylproline

CAS#: 6403-35-6

Chemical Formula: C11H20N2O3

Exact Mass: 228.1474

Molecular Weight: 228.29

Elemental Analysis: C, 57.87; H, 8.83; N, 12.27; O, 21.02

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Leucylproline; Leu-pro;
IUPAC/Chemical Name
L-leucyl-L-proline
InChi Key
VTJUNIYRYIAIHF-IUCAKERBSA-N
InChi Code
InChI=1S/C11H20N2O3/c1-7(2)6-8(12)10(14)13-5-3-4-9(13)11(15)16/h7-9H,3-6,12H2,1-2H3,(H,15,16)/t8-,9-/m0/s1
SMILES Code
O=C(O)[C@H]1N(C([C@H](CC(C)C)N)=O)CCC1
Appearance
Solid powder
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 228.29 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.

Recalculate based on batch purity %
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: Tang N, Zhuang H. Evaluation of antioxidant activities of zein protein fractions. J Food Sci. 2014 Nov;79(11):C2174-84. doi: 10.1111/1750-3841.12686. Epub 2014 Oct 28. PubMed PMID: 25350353. 2: Jami-Alahmadi Y, Linford BD, Fridgen TD. Distinguishing Isomeric Peptides: The Unimolecular Reactivity and Structures of (LeuPro)M(+) and (ProLeu)M(+) (M = Alkali Metal). J Phys Chem B. 2016 Dec 29;120(51):13039-13046. doi: 10.1021/acs.jpcb.6b09588. Epub 2016 Dec 15. PubMed PMID: 27976904. 3: Ferreira CR, Cusmano-Ozog K. Spurious Elevation of Multiple Urine Amino Acids by Ion-Exchange Chromatography in Patients with Prolidase Deficiency. JIMD Rep. 2017;31:45-49. doi: 10.1007/8904_2016_552. Epub 2016 Apr 12. PubMed PMID: 27067078; PubMed Central PMCID: PMC5388643. 4: Zhang J, Huang Z, Chen M, Xia Y, Martin FL, Hang W, Shen H. Urinary metabolome identifies signatures of oligozoospermic infertile men. Fertil Steril. 2014 Jul;102(1):44-53.e12. doi: 10.1016/j.fertnstert.2014.03.033. Epub 2014 Apr 18. PubMed PMID: 24746742. 5: Hebert EM, Raya RR, De Giori GS. Nutritional requirements and nitrogen-dependent regulation of proteinase activity of Lactobacillus helveticus CRL 1062. Appl Environ Microbiol. 2000 Dec;66(12):5316-21. PubMed PMID: 11097908; PubMed Central PMCID: PMC92462. 6: Yamagishi T, Tashiro N, Yokomatsu T. Diastereoselective synthesis of the Leu-Pro type phosphinyl dipeptide isostere. J Org Chem. 2011 Jul 1;76(13):5472-6. doi: 10.1021/jo200669r. Epub 2011 Jun 8. PubMed PMID: 21612255. 7: Hoskin FC, Walker JE. A closer look at the natural substrate for a nerve-gas hydrolyzing enzyme in squid nerve. Biol Bull. 1998 Oct;195(2):197-8. PubMed PMID: 9818367. 8: Zhang F, Jia Z, Gao P, Kong H, Li X, Lu X, Wu Y, Xu G. Metabonomics study of urine and plasma in depression and excess fatigue rats by ultra fast liquid chromatography coupled with ion trap-time of flight mass spectrometry. Mol Biosyst. 2010 May;6(5):852-61. doi: 10.1039/b914751a. Epub 2010 Feb 9. PubMed PMID: 20567771. 9: Reep RL, Corwin JV. Topographic organization of the striatal and thalamic connections of rat medial agranular cortex. Brain Res. 1999 Sep 11;841(1-2):43-52. PubMed PMID: 10546986. 10: Zhang F, Jia Z, Gao P, Kong H, Li X, Chen J, Yang Q, Yin P, Wang J, Lu X, Li F, Wu Y, Xu G. Metabonomics study of atherosclerosis rats by ultra fast liquid chromatography coupled with ion trap-time of flight mass spectrometry. Talanta. 2009 Aug 15;79(3):836-44. doi: 10.1016/j.talanta.2009.05.010. Epub 2009 May 19. PubMed PMID: 19576453. 11: Mikasa H, Arata J, Kodama H. Measurement of prolidase activity in erythrocytes using isotachophoresis. J Chromatogr. 1984 Oct 12;310(2):401-6. PubMed PMID: 6511856. 12: Guédon E, Renault P, Ehrlich SD, Delorme C. Transcriptional pattern of genes coding for the proteolytic system of Lactococcus lactis and evidence for coordinated regulation of key enzymes by peptide supply. J Bacteriol. 2001 Jun;183(12):3614-22. PubMed PMID: 11371525; PubMed Central PMCID: PMC95238. 13: Hebert EM, Mamone G, Picariello G, Raya RR, Savoy G, Ferranti P, Addeo F. Characterization of the pattern of alphas1- and beta-casein breakdown and release of a bioactive peptide by a cell envelope proteinase from Lactobacillus delbrueckii subsp. lactis CRL 581. Appl Environ Microbiol. 2008 Jun;74(12):3682-9. doi: 10.1128/AEM.00247-08. Epub 2008 Apr 18. PubMed PMID: 18424544; PubMed Central PMCID: PMC2446539. 14: Marugg JD, Meijer W, van Kranenburg R, Laverman P, Bruinenberg PG, de Vos WM. Medium-dependent regulation of proteinase gene expression in Lactococcus lactis: control of transcription initiation by specific dipeptides. J Bacteriol. 1995 Jun;177(11):2982-9. PubMed PMID: 7768792; PubMed Central PMCID: PMC176983. 15: Schoetz G, Trapp O, Schurig V. Determination of the cis-trans isomerization barrier of several L-peptidyl-L-proline dipeptides by dynamic capillary electrophoresis and computer simulation. Electrophoresis. 2001 Aug;22(12):2409-15. PubMed PMID: 11519944. 16: Csaba G, Kovács P. Imprinting effects of proline containing dipeptides (proline-glycine, proline-leucine, proline-valine and their retro variants) in tetrahymena. Evolutionary conclusions. Biosci Rep. 1997 Dec;17(6):537-42. PubMed PMID: 9561298. 17: Butterworth J, Priestman D. Substrate specificity of manganese-activated prolidase in control and prolidase-deficient cultured skin fibroblasts. J Inherit Metab Dis. 1984;7(1):32-4. PubMed PMID: 6429439. 18: Sidorowicz W, Canizaro PC, Bĕhal FJ. Kinin cleavage by human erythrocytes. Am J Hematol. 1984;17(4):383-91. PubMed PMID: 6437213. 19: Sidorowicz W, Szechiński J, Canizaro PC, Bĕhal FJ. Cleavage of the Arg1-Pro2 bond of bradykinin by a human lung peptidase: isolation, characterization, and inhibition by several beta-lactam antibiotics. Proc Soc Exp Biol Med. 1984 Apr;175(4):503-9. PubMed PMID: 6709646.

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