Pyroglutamylleucine

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

MedKoo CAT#: 597452

CAS#: 21282-11-1

Description: Pyroglutamylleucine is a peptide isolated from wheat gluten hydrolysate. Pyroglutamylleucine inhibits the induction of inducible nitric oxide synthase in interleukin-1β-stimulated primary cultured rat hepatocytes.


Chemical Structure

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Pyroglutamylleucine
CAS# 21282-11-1

Theoretical Analysis

MedKoo Cat#: 597452
Name: Pyroglutamylleucine
CAS#: 21282-11-1
Chemical Formula: C11H18N2O4
Exact Mass: 242.1267
Molecular Weight: 242.27
Elemental Analysis: C, 54.53; H, 7.49; N, 11.56; O, 26.41

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: Pyroglutamylleucine; Pglu-leu;

IUPAC/Chemical Name: ((S)-5-oxopyrrolidine-2-carbonyl)-L-leucine

InChi Key: XXSAFGVAPGOYNT-YUMQZZPRSA-N

InChi Code: InChI=1S/C11H18N2O4/c1-6(2)5-8(11(16)17)13-10(15)7-3-4-9(14)12-7/h6-8H,3-5H2,1-2H3,(H,12,14)(H,13,15)(H,16,17)/t7-,8-/m0/s1

SMILES Code: CC(C)C[C@@H](C(O)=O)NC([C@H](CC1)NC1=O)=O

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

Preparing Stock Solutions

The following data is based on the product molecular weight 242.27 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

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1: Yamamoto Y, Mizushige T, Mori Y, Shimmura Y, Fukutomi R, Kanamoto R, Ohinata K. Antidepressant-like effect of food-derived pyroglutamyl peptides in mice. Neuropeptides. 2015 Jun;51:25-9. doi: 10.1016/j.npep.2015.04.002. Epub 2015 Apr 22. PubMed PMID: 25957094.

2: Oishi M, Kiyono T, Sato K, Tokuhara K, Tanaka Y, Miki H, Nakatake R, Kaibori M, Nishizawa M, Okumura T, Kon M. pyroGlu-Leu inhibits the induction of inducible nitric oxide synthase in interleukin-1β-stimulated primary cultured rat hepatocytes. Nitric Oxide. 2015 Jan 30;44:81-7. doi: 10.1016/j.niox.2014.12.005. Epub 2014 Dec 12. PubMed PMID: 25512333.

3: Hirai S, Horii S, Matsuzaki Y, Ono S, Shimmura Y, Sato K, Egashira Y. Anti-inflammatory effect of pyroglutamyl-leucine on lipopolysaccharide-stimulated RAW 264.7 macrophages. Life Sci. 2014 Nov 4;117(1):1-6. doi: 10.1016/j.lfs.2014.08.017. Epub 2014 Sep 16. PubMed PMID: 25225121.

4: Kiyono T, Hirooka K, Yamamoto Y, Kuniishi S, Ohtsuka M, Kimura S, Park EY, Nakamura Y, Sato K. Identification of pyroglutamyl peptides in Japanese rice wine (sake): presence of hepatoprotective pyroGlu-Leu. J Agric Food Chem. 2013 Nov 27;61(47):11660-7. doi: 10.1021/jf404381w. Epub 2013 Nov 14. PubMed PMID: 24175632.

5: Sato K, Egashira Y, Ono S, Mochizuki S, Shimmura Y, Suzuki Y, Nagata M, Hashimoto K, Kiyono T, Park EY, Nakamura Y, Itabashi M, Sakata Y, Furuta S, Sanada H. Identification of a hepatoprotective peptide in wheat gluten hydrolysate against D-galactosamine-induced acute hepatitis in rats. J Agric Food Chem. 2013 Jul 3;61(26):6304-10. doi: 10.1021/jf400914e. Epub 2013 Jun 19. PubMed PMID: 23742096.

6: Wada S, Sato K, Ohta R, Wada E, Bou Y, Fujiwara M, Kiyono T, Park EY, Aoi W, Takagi T, Naito Y, Yoshikawa T. Ingestion of low dose pyroglutamyl leucine improves dextran sulfate sodium-induced colitis and intestinal microbiota in mice. J Agric Food Chem. 2013 Sep 18;61(37):8807-13. doi: 10.1021/jf402515a. Epub 2013 Sep 5. PubMed PMID: 23964746.

7: Hayashi T, Iwai K, Ui N. The presence of N-terminal pyroglutamyl residues in hog thyroglobulin. Biochim Biophys Acta. 1976 May 20;434(1):189-98. PubMed PMID: 938662.

8: Kovács GL, Szontágh L, Baláspiri L, Telegdy G. Dipeptides delay the onset of morphine withdrawal in the mouse. Acta Physiol Hung. 1984;63(1):83-4. PubMed PMID: 6540034.