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CAS 901-47-3

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α-Tosyl-L-arginine methyl ester

Description:
α-Tosyl-L-arginine methyl ester, with the CAS number 901-47-3, is a chemical compound that serves as a useful reagent in biochemical and synthetic applications. It is an arginine derivative, characterized by the presence of a tosyl (p-toluenesulfonyl) group, which enhances its reactivity and solubility in organic solvents. This compound typically appears as a white to off-white crystalline powder. It is known for its role as a substrate in enzymatic reactions, particularly in studies involving proteases and other enzymes that interact with arginine residues. The methyl ester functionality allows for improved membrane permeability and bioavailability, making it a valuable tool in pharmacological research. Additionally, α-Tosyl-L-arginine methyl ester can be utilized in peptide synthesis and as a protective group in organic synthesis. Its stability under various conditions and ability to participate in nucleophilic substitution reactions further contribute to its utility in chemical research and development.
Formula:C14H22N4O4S
InChI:InChI=1S/C14H22N4O4S/c1-10-5-7-11(8-6-10)23(20,21)18-12(13(19)22-2)4-3-9-17-14(15)16/h5-8,12,18H,3-4,9H2,1-2H3,(H4,15,16,17)/t12-/m0/s1
InChI key:InChIKey=FKMJXALNHKIDOD-LBPRGKRZSA-N
SMILES:S(N[C@@H](CCCNC(=N)N)C(OC)=O)(=O)(=O)C1=CC=C(C)C=C1
Synonyms:
  • L-Arginine, N2-[(4-methylphenyl)sulfonyl]-, methyl ester
  • Arginine, N2-(p-tolylsulfonyl)-, methyl ester, L-
  • Arginine, (p-tolylsulfonyl)-, methyl ester
  • TAME (pharmaceutical)
  • α-N-p-Toluenesulfonyl-L-arginine methyl ester
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