CAS 158584-08-8

7-methoxycoumarin-4-acetyl-arg-pro-*lys-pro-tyr-A

Description:

7-Methoxycoumarin-4-acetyl-arg-pro-*lys-pro-tyr-A, identified by its CAS number 158584-08-8, is a synthetic compound that belongs to the class of coumarin derivatives. Coumarins are known for their diverse biological activities, including anticoagulant, anti-inflammatory, and antimicrobial properties. This particular compound features a methoxy group and an acetyl moiety, which can influence its solubility and reactivity. The presence of the peptide sequence, which includes amino acids such as arginine, proline, lysine, and tyrosine, suggests potential bioactivity related to peptide interactions and signaling pathways. The structural modifications may enhance its pharmacological profile, making it a candidate for various applications in medicinal chemistry and drug development. Additionally, the compound's stability, solubility, and interaction with biological targets would be critical factors in determining its efficacy and safety in potential therapeutic contexts. Further studies would be necessary to elucidate its specific mechanisms of action and potential uses in research or clinical settings.

Formula: C₇₉H₁₀₅N₁₉O₁₉S

InChI: InChI=1/C79H105N19O19S/c1-5-15-57(71(104)93-62(39-48-44-86-54-17-7-6-16-52(48)54)74(107)91-58(31-37-118-4)72(105)89-56(69(81)102)18-9-11-33-84-55-30-25-49(97(112)113)42-65(55)98(114)115)90-70(103)45(2)87-73(106)61(38-46-23-26-50(99)27-24-46)94-76(109)64-22-14-36-96(64)78(111)60(19-8-10-32-80)92-75(108)63-21-13-35-95(63)77(110)59(20-12-34-85-79(82)83)88-67(100)40-47-41-68(101)117-66-43-51(116-3)28-29-53(47)66/h6-7,16-17,23-30,41-45,56-64,84,86,99H,5,8-15,18-22,31-40,80H2,1-4H3,(H2,81,102)(H,87,106)(H,88,100)(H,89,105)(H,90,103)(H,91,107)(H,92,108)(H,93,104)(H,94,109)(H4,82,83,85)/t45-,56-,57-,58-,59-,60?,61-,62-,63-,64-/m0/s1

SMILES: CCC[C@@H](C(=N[C@@H](Cc1c[nH]c2ccccc12)C(=N[C@@H](CCSC)C(=N[C@@H](CCCCNc1ccc(cc1N(=O)=O)N(=O)=O)C(=N)O)O)O)O)N=C([C@H](C)N=C([C@H](Cc1ccc(cc1)O)N=C([C@@H]1CCCN1C(=O)C(CCCCN)N=C([C@@H]1CCCN1C(=O)[C@H](CCCNC(=N)N)N=C(Cc1cc(=O)oc2cc(ccc12)OC)O)O)O)O)O

Synonyms:

• Nff 2
• (7-Methoxycoumarin-4-yl)acetyl-arginyl-prolyl-lysyl-prolyl-tyrosyl-alanyl-norvalyl-tryptophyl-methionyl-(2,4-dinitrophenyl)lysinamide
• Mca-arg-pro-lys-pro-tyr-ala-nva-trp-met-lys(dnp)-NH2
• N2-((7-Methoxy-2-oxo-2H-1-benzopyran-4-yl)acetyl)-L-arginyl-L-prolyl-L-lysyl-L-prolyl-L-tyrosyl-L-alanyl-L-norvalyl-L-tryptophyl-L-methionyl-N6-(2,4-dinitrophenyl)-L-lysinamide
• L-Lysinamide, N2-((7-methoxy-2-oxo-2H-1-benzopyran-4-yl)acetyl)-L-arginyl-L-prolyl-L-lysyl-L-prolyl-L-tyrosyl-L-alanyl-L-norvalyl-L-tryptophyl-L-methionyl-N6-(2,4-dinitrophenyl)-
• L-Lysinamide, N2-[2-(7-methoxy-2-oxo-2H-1-benzopyran-4-yl)acetyl]-L-arginyl-L-prolyl-L-lysyl-L-prolyl-L-tyrosyl-L-alanyl-L-norvalyl-L-tryptophyl-L-methionyl-N6-(2,4-dinitrophenyl)-
• (7-METHOXYCOUMARIN-4-YL)ACETYL-L-ARGINYL-L-PROLYL-L-LYSYL-L-PROLYL-L-TYROSYL-L-ALANYL-L-NORVALYL-L-TRYPTOPHYL-L-METHIONYL-N-EPSILON-(2,4-DINITROPHENYL)-L-LYSINE AMIDE
• 7-METHOXYCOUMARIN-4-ACETYL-ARG-PRO-LYS-PRO-TYR-ALA-NVA-TRP-MET-(2,4-DINITROPHENYL)-LYS AMIDE
• N2-[2-(7-Methoxy-2-oxo-2H-1-benzopyran-4-yl)acetyl]-L-arginyl-L-prolyl-L-lysyl-L-prolyl-L-tyrosyl-L-alanyl-L-norvalyl-L-tryptophyl-L-methionyl-N6-(2,4-dinitrophenyl)-L-lysinamide
• 7-methoxycoumarin-4-acetyl-arg-pro-*lys-pro-tyr-A
• MCA-RPKPYA-NVA-WM-K(DNP)-NH2
• Mca-RPKPYA-Nva-WM-Lys(Dnp)-NH2
• 7-METHOXYCOUMARIN-4-ACETYL-ARG-PRO-*LYS- PRO-TYR-ALA
• 7-METHOXYCOUMARIN-4-ACETYL-ARG-PRO-LYS-PRO-VAL-GLU-NVA-TRP-ARG-(2,4-DINITROPHENYL)-LYS AMIDE

Mca-Arg-Pro-Lys-Pro-Tyr-Ala-Nva-Trp-Met-Lys(Dnp)-NH₂

CAS: 158584-08-8

The FRET substrate Mca-RPKPYA-Nva-WMK(Dnp)-amide was hydrolyzed 60 times more rapidly by stromelysin 1 (MMP-3) (kcat/Km= 59400 M⁻¹s⁻¹) than by interstitial collagenase (MMP-1). However, it showed little discrimination between MMP-3, gelatinase A (MMP-2) (kcat/Km= 54000 M⁻¹s⁻¹), and gelatinase B (MMP-9) (kcat/Km= 55300 M⁻¹s⁻¹). Metalloelastase (MMP-12) digested this fluorogenic substrate with a kcat/Km of 243000 M⁻¹s⁻¹.

Formula: C₇₉H₁₀₅N₁₉O₁₉S

Purity: > 95%

Color and Shape: White Whitish Powder

Molecular weight: 1656.89

Ref: 01-4030841

7-Methoxycoumarin-4-acetyl-Arg-Pro-Lys-Pro-Tyr-Ala-Nva-Trp-Met-(2,4-dinitrophenyl)Lys amide

CAS: 158584-08-8

Formula: C₇₉H₁₀₅N₁₉O₁₉S

Molecular weight: 1656.86

Ref: 7W-GK2677

MOCAc-Arg-Pro-Lys-Pro-Tyr-Ala-Nva-Trp-Met-Lys(Dnp)-NH₂

CAS: 158584-08-8

MOCAc-Arg-Pro-Lys-Pro-Tyr-Ala-Nva-Trp-Met-Lys(Dnp)-NH₂ is a peptide that was designed to bind to ion channels. It is an activator of the nicotinic acetylcholine receptor. The peptide has also been shown to inhibit protein interactions and be a ligand for the serotonin receptor. MOCAc binds to the extracellular domain of the nicotinic acetylcholine receptor, which leads to a conformational change in the receptor's structure. This changes the shape of the channel, which allows potassium ions to flow out of the cell and sodium ions to flow in. MOCAc does not have any effects on other receptors or ion channels.
MOCAc has been used as a research tool to study protein interactions and as an antibody for immunostaining and Western blotting as well as for cell biology studies.

Formula: C₇₉H₁₀₅N₁₉O₁₉S

Purity: Min. 95%

Molecular weight: 1,656.9 g/mol

Ref: 3D-SMO-3167-V

Mca-Arg-Pro-Lys-Pro-Tyr-Ala-Nva-Trp-Met-Lys(Dnp)-NH2 trifluoroacetate salt

CAS: 158584-08-8

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Formula: C₇₉H₁₀₅N₁₉O₁₉S

Purity: Min. 95%

Molecular weight: 1,656.86 g/mol

Ref: 3D-FM110915