Nα-p-Tosyl-L-arginine methyl ester hydrochloride - 10mM in DMSO , CAS No.1784-03-8

CAS: 1784-03-8 Cat. No.: N422170 Molecular Weight: 378.87 Beilstein Registry Number: 3922357 EC Number: 217-235-1 PubChem CID: 2723792

GRADE & PURITY 10mM in DMSO

Synonyms

CCG-268391 | methyl tosyl-L-argininate hydrochloride | T0330 | N2-[(4-Methylphenyl)sulfonyl]-L-arginine methyl ester hydrochloride | D92326 | N-a-Tosyl-L-arginine methyl ester HCl | (S)-Methyl 5-guanidino-2-(4-methylphenylsulfonamido)pentanoate hydrochlor

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

Substrate for trypsin, thrombin, plasmin,and other proteases.

Specifications

Synonyms

CCG-268391 | methyl tosyl-L-argininate hydrochloride | T0330 | N2-[(4-Methylphenyl)sulfonyl]-L-arginine methyl ester hydrochloride | D92326 | N-a-Tosyl-L-arginine methyl ester HCl | (S)-Methyl 5-guanidino-2-(4-methylphenylsulfonamido)pentanoate hydrochlor

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

Nα-p-Tosyl-L-arginine methyl ester (TAME) binds to anaphase-promoting complex (APC) and prevents its activation by Cdc20 and Cdh1.Competitive ubiquitin ligase anaphase-promoting complex/cyclosome (APC/C) inhibitor. Promotes Cdc20 autoubiquitination by eje

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Names and Identifiers

• Canonical Smiles: CC1=CC=C(C=C1)S(=O)(=O)NC(CCCN=C(N)N)C(=O)OC.Cl
• IUPAC Name: methyl (2S)-5-(diaminomethylideneamino)-2-[(4-methylphenyl)sulfonylamino]pentanoate;hydrochloride
• InChIKey: JIQFFACVQXXHMY-YDALLXLXSA-N
• INCHI: 1S/C14H22N4O4S.ClH/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);1H/t12-;/m0./s1
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)N[C@@H](CCCN=C(N)N)C(=O)OC.Cl
• WGK Germany: 3
• PubChem CID: 2723792
• Molecular Weight: 378.87
• Beilstein: 3922357
• Reaxy-Rn: 10499395

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Alpha amino acid esters

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Alpha amino acid esters
• Alternative Parents: P-toluenesulfonamides Benzenesulfonamides Benzenesulfonyl compounds Fatty acid esters Organosulfonamides Aminosulfonyl compounds Methyl esters Guanidines Propargyl-type 1,3-dipolar organic compounds Monocarboxylic acids and derivatives Carboximidamides Hydrocarbon derivatives Carbonyl compounds Hydrochlorides Organic oxides Organopnictogen compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Alpha-amino acid ester - P-toluenesulfonamide - Benzenesulfonamide - Tosyl compound - Benzenesulfonyl group - Fatty acid ester - Toluene - Monocyclic benzene moiety - Organosulfonic acid amide - Benzenoid - Fatty acyl - Methyl ester - Aminosulfonyl compound - Sulfonyl - Organosulfonic acid or derivatives - Organic sulfonic acid or derivatives - Carboxylic acid ester - Guanidine - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboximidamide - Monocarboxylic acid or derivatives - Hydrochloride - Organooxygen compound - Organonitrogen compound - Organosulfur compound - Organopnictogen compound - Organic oxide - Carbonyl group - Hydrocarbon derivative - Organic nitrogen compound - Organic oxygen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Specific Rotation[α]: -14 ° (C=4, H2O)
• Melt Point(°C): 146-149°C
• Molecular Weight: 378.900 g/mol
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 378.113 Da
• Monoisotopic Mass: 378.113 Da
• Topological Polar Surface Area: 145.000 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 503.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Hanfei Ye, Wenwen Yu.  (2023)  Different influences of dietary fiber from various sources on the in vitro digestibility of casein as uncovered by the study of protein-dietary fiber interactions.  FOOD RESEARCH INTERNATIONAL,      [PMID:38163735] [10.1016/j.foodres.2023.113845]

2. Jinye Lin, Hanfei Ye, Tao Huang, Meng Wang, Jia Liu, Wenwen Yu.  (2024)  Combined techniques for revealing the mechanism beneath the inhibition effects of pectin on gluten digestibility using static in vitro gastro-duodenal protocols.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:38688790] [10.1016/j.ijbiomac.2024.131690]

3. Hanfei Ye, Jinqi Shen, Shulin Deng, Wenwen Yu.  (2024)  Mechanistic Insights into Lignin’s Inhibition of Gluten Digestibility: Evidence from In Vitro Static Digestion.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:39652746] [10.1021/acs.jafc.4c09815]