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

MedKoo CAT#: 598141

CAS#: 3918-94-3

Description: Valylvaline is a bioactive chemical.

Chemical Structure

CAS# 3918-94-3

Theoretical Analysis

MedKoo Cat#: 598141
Name: Valylvaline
CAS#: 3918-94-3
Chemical Formula: C10H20N2O3
Exact Mass: 216.1474
Molecular Weight: 216.28
Elemental Analysis: C, 55.53; H, 9.32; N, 12.95; O, 22.19

Price and Availability

Size Price Availability Quantity
5.0mg USD 75.0 Ready to ship
10.0mg USD 110.0 Ready to ship
25.0mg USD 210.0 Ready to ship
50.0mg USD 350.0 Ready to ship
100.0mg USD 550.0 Ready to ship
200.0mg USD 950.0 Ready to ship
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Synonym: Valylvaline; Val-val;

IUPAC/Chemical Name: L-valyl-L-valine


InChi Code: InChI=1S/C10H20N2O3/c1-5(2)7(11)9(13)12-8(6(3)4)10(14)15/h5-8H,11H2,1-4H3,(H,12,13)(H,14,15)/t7-,8-/m0/s1

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

Appearance: Solid powder

Purity: >97% (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

Safety Data Sheet (SDS):

Preparing Stock Solutions

The following data is based on the product molecular weight 216.28 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

Molarity Calculator

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1: Yang X, Shah SJ, Wang Z, Agrahari V, Pal D, Mitra AK. Nanoparticle-based topical ophthalmic formulation for sustained release of stereoisomeric dipeptide prodrugs of ganciclovir. Drug Deliv. 2016 Sep;23(7):2399-2409. Epub 2015 Jan 7. PubMed PMID: 25564964.

2: Yang X, Sheng Y, Ray A, Shah SJ, Trinh HM, Pal D, Mitra AK. Uptake and bioconversion of stereoisomeric dipeptide prodrugs of ganciclovir by nanoparticulate carriers in corneal epithelial cells. Drug Deliv. 2016 Sep;23(7):2532-2540. Epub 2015 Mar 16. PubMed PMID: 25775276.

3: González-Castro TB, Nicolini H, Lanzagorta N, López-Narváez L, Genis A, Pool García S, Tovilla-Zárate CA. The role of brain-derived neurotrophic factor (BDNF) Val66Met genetic polymorphism in bipolar disorder: a case-control study, comorbidities, and meta-analysis of 16,786 subjects. Bipolar Disord. 2015 Feb;17(1):27-38. doi: 10.1111/bdi.12227. Epub 2014 Jul 8. PubMed PMID: 25041243.

4: Takahashi N, Sato T. Preferential utilization of dipeptides by Porphyromonas gingivalis. J Dent Res. 2001 May;80(5):1425-9. PubMed PMID: 11437213.

5: Kogiso M, Okada Y, Hanada T, Yase K, Shimizu T. Self-assembled peptide fibers from valylvaline bola-amphiphiles by a parallel beta-sheet network. Biochim Biophys Acta. 2000 Jul 26;1475(3):346-52. PubMed PMID: 10913835.

6: Pal R, Reddy MB, Dinesh B, Balaram P, Guru Row TN. Temperature-induced reversible first-order single crystal to single crystal phase transition in Boc-γ(4)(R)Val-Val-OH: interplay of enthalpy and entropy. J Phys Chem A. 2014 Oct 9;118(40):9568-74. doi: 10.1021/jp506874q. Epub 2014 Sep 23. PubMed PMID: 25198546.

7: Okada K, Kurosawa Y, Nagai S. Synthesis and antipepsin activities of peptides having a valine or valylvaline moiety at the N-terminus. Chem Pharm Bull (Tokyo). 1979 Sep;27(9):2163-70. PubMed PMID: 391419.

8: Kogiso M, Okada Y, Yase K, Shimizu T. Metal-complexed nanofiber formation in water from dicarboxylic valylvaline bolaamphiphiles. J Colloid Interface Sci. 2004 May 15;273(2):394-9. PubMed PMID: 15082373.

9: Barot M, Gokulgandhi MR, Pal D, Mitra AK. Mitochondrial localization of P-glycoprotein and peptide transporters in corneal epithelial cells--novel strategies for intracellular drug targeting. Exp Eye Res. 2013 Jan;106:47-54. doi: 10.1016/j.exer.2012.10.006. Epub 2012 Oct 29. PubMed PMID: 23116562; PubMed Central PMCID: PMC3545686.

10: Nieder M, Hager L. Conversion of alpha-amino acids and peptides to nitriles and aldehydes by bromoperoxidase. Arch Biochem Biophys. 1985 Jul;240(1):121-7. PubMed PMID: 4015093.

11: Gaudana R, Parenky A, Vaishya R, Samanta SK, Mitra AK. Development and characterization of nanoparticulate formulation of a water soluble prodrug of dexamethasone by HIP complexation. J Microencapsul. 2011;28(1):10-20. doi: 10.3109/02652048.2010.520093. Epub 2010 Oct 12. PubMed PMID: 20939702; PubMed Central PMCID: PMC4516232.

12: Nath M, Pokharia S, Eng G, Song X, Kumar A. New triorganotin (IV) derivatives of dipeptides as models for metal-protein interactions: synthesis, structural characterization and biological studies. Spectrochim Acta A Mol Biomol Spectrosc. 2006 Jan;63(1):66-75. Epub 2005 Jun 9. PubMed PMID: 15950528.

13: Burston D, Wapnir RA, Taylor E, Matthews DM. Uptake of L-valyl-L-valine and glycylsarcosine by hamster jejunum in vitro. Clin Sci (Lond). 1982 Jun;62(6):617-26. PubMed PMID: 7083754.

14: Li J, Tamura K, Lee CP, Smith PL, Borchardt RT, Hidalgo IJ. Structure-affinity relationships of Val-Val and Val-Val-Val stereoisomers with the apical oligopeptide transporter in human intestinal Caco-2 cells. J Drug Target. 1998;5(5):317-27. PubMed PMID: 9771614.

15: Tamura K, Bhatnagar PK, Takata JS, Lee CP, Smith PL, Borchardt RT. Metabolism, uptake, and transepithelial transport of the diastereomers of Val-Val in the human intestinal cell line, Caco-2. Pharm Res. 1996 Aug;13(8):1213-8. PubMed PMID: 8865315.

16: Ascenzi P, Amiconi G, Bolognesi M, Menegatti E, Guarneri M. Binding of the Ile-Val and Val-Val effector dipeptides to the binary adducts of bovine trypsinogen with Kunitz and Kazal inhibitors as well as the acylating agent p-nitrophenyl p-guanidinobenzoate. A thermodynamic and kinetic study. J Mol Biol. 1987 Apr 20;194(4):751-4. PubMed PMID: 2443709.

17: Yu H, Zhang Z, Shi Y, Bai F, Xie C, Qian Y, Yuan Y, Deng L. Association study of the decreased serum BDNF concentrations in amnestic mild cognitive impairment and the Val66Met polymorphism in Chinese Han. J Clin Psychiatry. 2008 Jul;69(7):1104-11. PubMed PMID: 18505307.

18: Kawashiro K, Ishizaki H, Sugiyama S, Hayashi H. Esterification of N-benzyloxycarbonyldipeptides in ethanol-water with immobilized papain. Biotechnol Bioeng. 1993 Jul;42(3):309-14. PubMed PMID: 18613014.

19: Wang YX, Miao XC. [Effects of L-valyl-valine anhydride on the blood-perfused canine sinoatrial node and papillary muscle]. Zhongguo Yao Li Xue Bao. 1986 Sep;7(5):435-8. Chinese. PubMed PMID: 2954418.

20: Cárdenas AE, Elber R. Atomically detailed simulations of helix formation with the stochastic difference equation. Biophys J. 2003 Nov;85(5):2919-39. PubMed PMID: 14581195; PubMed Central PMCID: PMC1303571.