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S-Benzyl-L-cysteine (BAT-004193)
* For research use only

Category
L-Amino Acids
Catalog number
BAT-004193
CAS number
3054-01-1
Molecular Formula
C10H13NO2S
Molecular Weight
211.30
S-Benzyl-L-cysteine
Synonyms
L-Cys(Bzl)-OH; (R)-2-Amino-3-benzylsulfanyl-propionic acid
Appearance
White to off-white crystalline powder
Purity
≥ 98%
Density
1.22 g/cm3
Melting Point
208-214 ºC
Boiling Point
350.9°C
Storage
Store at 2-8 °C
InChI
InChI=1S/C10H13NO2S/c11-9(10(12)13)7-14-6-8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)/t9-/m0/s1
InChI Key
GHBAYRBVXCRIHT-VIFPVBQESA-N
Canonical SMILES
C1=CC=C(C=C1)CSCC(C(=O)O)N
1.Thermolysin as a catalyst in enzymatic synthesis of asparagine-containing peptides II.
Miranda MT1, Tominaga M. Int J Pept Protein Res. 1991 Feb;37(2):128-33.
Thermolysin was used as a catalyst to obtain the following protected di- and tripeptide esters: Z-Asn-Leu-OEt, Z-Asn-Phe-OEt, Moz-Asn-Leu-Gly-OEt, Boc-Asn-Leu-Gly-OEt, Z-Asn-Leu-Gly-OEt, Moz-Asn-Leu-Gly-OBzl, Moz-Asn-Leu-Gly-OtBu, Moz-Gln-Leu-Gly-OEt, Moz-Asn-Ile-Gly-OEt, and Moz-Asn-Leu-Ala-OEt. These compounds were obtained in pure form and the yields exceeded 50%, except for Moz-Asn-Leu-Gly-OtBu and Boc-Asn-Leu-Gly-OEt. H-Cys(Bzl)-OtBu and H-Cys(Bzl)-Pro-Leu-Gly-NH2 were both inadequate as amino components for obtaining Moz-Asn-Cys(Bzl)-OtBu, Z-Asn-Cys(Bzl)-OtBu and Moz-Asn-Cys(Bzl)-Pro-Leu-Gly-NH2 in the thermolysin-catalyzed reactions. In the attempted synthesis of the protected pentapeptide amide, this protease cleaved the Pro-Leu bond of the amino component H-Cys(Bzl)-Pro-Leu-Gly-NH2 and catalyzed the coupling between the resulting dipeptide amide and Moz-Asn-OH, thus yielding Moz-Asn-Leu-Gly-NH2 as the main product.
2.The effect of ε-aminocaproyl-S-benzyl-L-cysteine on the t-PA activity of human saliva.
Midura-Nowaczek K1, Kaczyńska J, Bruzgo I, Markowska A, Drozdowska D. Adv Med Sci. 2011;56(2):323-6. doi: 10.2478/v10039-011-0039-6.
PURPOSE: The aim of this work was to study the effect of the synthetic antifibrinolytics: ε-aminocaproic acid (EACA), tranexamic acid (AMCHA) and ε-aminocaproyl-S-benzyl-L-cysteine (H-EACA-S-Bzl-L-Cys-OH) on the fibrinolytic activity of saliva in order to obtain new data on the activity of saliva tissue plasminogen activator (t-PA).
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