Decanoyl-RVKR-CMK (DecRVKRcmk) TFA inhibits overexpression of gp160 processing and HIV-1 replication.

Physicochemical Properties

Molecular Formula	C36H67CLF3N11O7
Molecular Weight	858.434897661209
Exact Mass	857.486
CAS #	2098497-25-5
Related CAS #	Decanoyl-RVKR-CMK;150113-99-8
PubChem CID	131698213
Appearance	White to off-white solid powder
Hydrogen Bond Donor Count	10
Hydrogen Bond Acceptor Count	13
Rotatable Bond Count	30
Heavy Atom Count	58
Complexity	1180
Defined Atom Stereocenter Count	4
SMILES	ClCC([C@H](CCC/N=C(\N)/N)NC([C@H](CCCCN)NC([C@H](C(C)C)NC([C@H](CCC/N=C(\N)/N)NC(CCCCCCCCC)=O)=O)=O)=O)=O.FC(C(=O)O)(F)F
InChi Key	QYMXBIIZDOWKAX-AZRYXFGXSA-N
InChi Code	InChI=1S/C34H66ClN11O5.C2HF3O2/c1-4-5-6-7-8-9-10-18-28(48)43-25(17-14-21-42-34(39)40)31(50)46-29(23(2)3)32(51)45-26(15-11-12-19-36)30(49)44-24(27(47)22-35)16-13-20-41-33(37)38;3-2(4,5)1(6)7/h23-26,29H,4-22,36H2,1-3H3,(H,43,48)(H,44,49)(H,45,51)(H,46,50)(H4,37,38,41)(H4,39,40,42);(H,6,7)/t24-,25-,26-,29-;/m0./s1
Chemical Name	N-[(2S)-1-[[(2S)-1-[[(2S)-6-amino-1-[[(3S)-1-chloro-6-(diaminomethylideneamino)-2-oxohexan-3-yl]amino]-1-oxohexan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl]decanamide;2,2,2-trifluoroacetic acid
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

Targets	HIV-1 HIV-2
ln Vitro	DecRVKRcmk TFA inhibits the replication of HIV-2ROD in Jurkat cells by preventing the digestion of envelope glycoprotein precursors [1]. VGF's controlled release is inhibited by DecRVKRcmk (Decanoyl-RVKR-CMK) TFA [2].
Cell Assay	Cell Viability Assay[1] Cell Types: HeLaCD4 cells infected with recombinant vaccinia viruses at a multiplicity of infection (MOI) of 5 PFU/mL Tested Concentrations: 35 and 70 µM Incubation Duration: 7 days Experimental Results: Peptide at 35 µM Dramatically inhibited ex vivo HIV-1 and HIV-2 replications (70-80% inhibition).
References	[1]. Inhibition of HIV-2(ROD) replication in a lymphoblastoid cell line by the alpha1-antitrypsin Portland variant (alpha1-PDX) and the decRVKRcmk peptide: comparison with HIV-1(LAI). Microbes Infect. 2001 Nov;3(13):1073-84. [2]. A prohormone convertase cleavage site within a predicted alpha-helix mediates sorting of the neuronal and endocrine polypeptide VGF into the regulated secretory pathway. J Biol Chem. 2005 Dec 16;280(50):41595-608.

Solubility Data

Solubility (In Vitro)

DMSO : 50 mg/mL (58.25 mM) H2O : 4 mg/mL (4.66 mM)

Solubility (In Vivo)

Solubility in Formulation 1: 2.5 mg/mL (2.91 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: 2.5 mg/mL (2.91 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: 2.5 mg/mL (2.91 mM) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	1.1649 mL	5.8246 mL	11.6492 mL
	5 mM	0.2330 mL	1.1649 mL	2.3298 mL
	10 mM	0.1165 mL	0.5825 mL	1.1649 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.