Lot numbers can be found on the outside label of a product:
S-Phenylcysteine
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CAS No. 34317-61-8
- Cat. No. CS-0033656
- Purity≥97%
- MDL No.MFCD01318758
*For research and further manufacturing use only, not for direct human use.
Structure of 34317-61-8
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General Information
- CAS No. 34317-61-8
- Cat. No. CS-0033656
- Purity ≥97%
- MDL No. MFCD01318758
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₉H₁₁NO₂S
- Molecular Weight None
- Synonym(s) S-phenyl-L-cysteine
- SMILES N[C@@H](CSC1=CC=CC=C1)C(O)=O
Description
S-Phenylcysteine features a thiophenyl side chain that enhances its metabolic stability and enables direct incorporation into peptides via native chemical ligation. This sulfur-bearing analog delivers site-specific bioconjugation handles with improved resistance to oxidation, facilitating the synthesis of cysteine-rich therapeutic candidates under standard bench conditions.
Application
S-Phenylcysteine serves as a valuable building block in peptide synthesis and medicinal chemistry, offering a unique thiol-containing side chain with aromatic substitution. Its phenylthio functionality enables selective conjugation reactions and facilitates the construction of cysteine-derived heterocycles. The compound exhibits good bench stability and compatibility with standard protecting group strategies, simplifying purification and integration into complex molecular architectures.
Synthesis
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Route1
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In-stock
56-45-1 -
108-98-5 - ~31%
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In-stock
34317-61-8
References
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Dua; Taylor; Phillips Journal of the American Chemical Society, 1993 , vol. 115, # 4 p. 1264 - 1270
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Route2
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88347-90-4
- ~63%
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In-stock
34317-61-8
References
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Aydillo, Carlos; Avenoza, Alberto; Busto, Jesus H.; Jimenez-Oses, Gonzalo; Peregrina, Jesus M.; Zurbano, Maria M. Organic Letters, 2012 , vol. 14, # 1 p. 334 - 337
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Route3
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In-stock
2731-73-9 -
108-98-5
- ~26%
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In-stock
34317-61-8
References
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Kaneka Corporation Patent: US6372941 B1, 2002 ; Location in patent: Page column 20 ;
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 63.32
- LogP 1.1906
- H_Acceptors 3
- H_Donors 2
- Rotatable_Bonds 4
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Key Words
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