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

Hodoodo CAT#: H598141

CAS#: 3918-94-3

Description: Valylvaline is a bioactive chemical.

Chemical Structure

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Valylvaline
CAS# 3918-94-3
Instruction

Theoretical Analysis

Hodoodo Cat#: H598141
Name: Valylvaline
CAS#: 3918-94-3
Chemical Formula: C10H20N2O3
Exact Mass: 216.15
Molecular Weight: 216.280
Elemental Analysis: C, 55.53; H, 9.32; N, 12.95; O, 22.19

Price and Availability

Size Price Availability Quantity
5mg USD 75 Ready to ship
10mg USD 110 Ready to ship
25mg USD 210 Ready to ship
50mg USD 350 Ready to ship
100mg USD 550 Ready to ship
200mg USD 950 Ready to ship
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Synonym: Valylvaline; Val-val;

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

InChi Key: KRNYOVHEKOBTEF-YUMQZZPRSA-N

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

More Info:

Biological target: Valylvaline is a secondary metabolite.
In vitro activity: FT-IR spectroscopy and X-ray diffraction patterns revealed that the peptide fibers have parallel-type beta-sheet networks between the valylvaline units. Though dipeptide units have potential to take β-sheet, hexagonal, and random coil conformations, bulky isopropyl side chains of the valylvaline residues would enforce the β-sheet conformation rather than more closely-packed hexagonal lattice. Valylvaline residues form the parallel-type β-pleats-sheets at both sides of the bola-amphiphiles. Reference: Biochim Biophys Acta. 2000 Jul 26;1475(3):346-52. https://pubmed.ncbi.nlm.nih.gov/10913835/
In vivo activity: TBD

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 0.0 0.00

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
Formulation protocol: 1. 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. doi: 10.1016/s0304-4165(00)00088-x. PMID: 10913835. 2. 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. doi: 10.1023/a:1016068421243. PMID: 8865315.
In vitro protocol: 1. 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. doi: 10.1016/s0304-4165(00)00088-x. PMID: 10913835. 2. 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. doi: 10.1023/a:1016068421243. PMID: 8865315.
In vivo protocol: TBD

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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.

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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.

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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.

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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.

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