Fmoc-Cys(Trt)-OH - ≥98% , CAS No.103213-32-7

CAS: 103213-32-7 Cat. No.: F100409 Molecular Weight: 585.71 Beilstein Registry Number: 4221286 EC Number: 600-408-4

GRADE & PURITY ≥98%

Synonyms

S-2-(Ethylthio)ethyl O,O-diethyl ester of phosphorodithioic acid | SCHEMBL1738641 | N-Fmoc-S-trityl-L-cysteine | Di-n-propylessigsaeure | Fmoc-Cys(Trt) | M03395 | N-[(9H-fluoren-9-ylmethoxy)carbonyl]-S-trityl-L-cysteine | Na-Fmoc-Ng-trityl-L-glutamine | H

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Fmoc-Cys(Trt)-OH is an N-terminal protected cysteine derivative used in peptide synthesis. Some of the examples are:

· Synthesis of mono- and bi-functionalized platinum(IV) complexes to target angiogenic tumor vasculature.

· Synthesis of proteins through native chemical ligation of peptide hydrazides as thioester surrogates via solid-phase synthesis.

· Synthesis of glycoconjugates by conjugating reducing sugars to cysteine residues of peptides.

Specifications

Synonyms

S-2-(Ethylthio)ethyl O, O-diethyl ester of phosphorodithioic acid | SCHEMBL1738641 | N-Fmoc-S-trityl-L-cysteine | Di-n-propylessigsaeure | Fmoc-Cys(Trt) | M03395 | N-[(9H-fluoren-9-ylmethoxy)carbonyl]-S-trityl-L-cysteine | Na-Fmoc-Ng-trityl-L-glutamine | H

Specifications & Purity

≥98%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

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

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488187799
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488187799
• Canonical Smiles: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)SCC(C(=O)O)NC(=O)OCC4C5=CC=CC=C5C6=CC=CC=C46
• IUPAC Name: (2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-tritylsulfanylpropanoic acid
• InChIKey: KLBPUVPNPAJWHZ-UMSFTDKQSA-N
• INCHI: 1S/C37H31NO4S/c39-35(40)34(38-36(41)42-24-33-31-22-12-10-20-29(31)30-21-11-13-23-32(30)33)25-43-37(26-14-4-1-5-15-26,27-16-6-2-7-17-27)28-18-8-3-9-19-28/h1-23,33-34H,24-25H2,(H,38,41)(H,39,40)/t34-/m0/s1
• Isomeric SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)SC[C@@H](C(=O)O)NC(=O)OCC4C5=CC=CC=C5C6=CC=CC=C46
• WGK Germany: 3
• Molecular Weight: 585.71
• Beilstein: 4221286
• Reaxy-Rn: 20969206
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=20969206&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Triphenyl compounds

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Triphenyl compounds
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Triphenyl compounds
• Alternative Parents: Fluorenes Cysteine and derivatives Benzene and substituted derivatives Carbamate esters Organic carbonic acids and derivatives Sulfenyl compounds Monocarboxylic acids and derivatives Dialkylthioethers Carboxylic acids Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Triphenyl compound - Fluorene - Cysteine or derivatives - Alpha-amino acid or derivatives - Monocyclic benzene moiety - Carbamic acid ester - Carbonic acid derivative - Carboxylic acid derivative - Carboxylic acid - Dialkylthioether - Sulfenyl compound - Thioether - Monocarboxylic acid or derivatives - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Carbonyl group - Organic oxygen compound - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as triphenyl compounds. These are aromatic compounds containing a triphenyl moiety.
• 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

Associated Targets(Human)

HeLa (62764 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Insoluble in water. Soluble in most organic solvents.
• Sensitivity: Moisture sensitive
• Specific Rotation[α]: 18 ° (C=1, THF)
• Melt Point(°C): 172-177°C
• Molecular Weight: 585.700 g/mol
• XLogP3: 8.000
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 11
• Exact Mass: 585.197 Da
• Monoisotopic Mass: 585.197 Da
• Topological Polar Surface Area: 101.000 Ų
• Heavy Atom Count: 43
• Formal Charge: 0
• Complexity: 841.000
• 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: 1

References

1. Yuqing Pan, Haijing Qu, Han Chen, Wei Cheng, Zhiran Duan, Jiaojiao Yang, Ning Wang, Jie Wu, Yanjun Wang, Chao Wang, Xiangdong Xue.  (2024)  A tumor-targeting porphyrin-micelle with enhanced STING agonist delivery and synergistic photo-/immuno- therapy for cancer treatment.  Acta Biomaterialia,      [PMID:39746530] [10.1016/j.actbio.2024.12.059]

2. Wei Cheng, Haijing Qu, Jiaojiao Yang, Han Chen, Yuqing Pan, Zhiran Duan, Xiangdong Xue.  (2025)  Hierarchically Engineered Self-Adaptive Nanoplatform Guided Intuitive and Precision Interventions for Deep-Seated Glioblastoma.  ACS Nano,      [PMID:39754309] [10.1021/acsnano.4c11006]

3. Hongliu Xie, Fang Lin, Fei Shi, Elaine Johnstone, Yaqi Wang, Yang An, Jun Su, Jiayin Liu, Qinghai Dong, Jihua Liu.  (2024)  Synthesis, biological evaluation and mechanism study based on network pharmacology of amino acids esters of 20(S)-protopanaxadiol as novel anticancer agents.  FITOTERAPIA,      [PMID:39537112] [10.1016/j.fitote.2024.106274]

4. Fengfeng Feng, Sai Zhang, Weijie Wang, Chengyang Hong, Mei Zhang, Fan Yang, Yuxin Peng, Fucheng Jia, Hao Liu.  (2024)  Two-dimensional crystallization of precise side-chain giant molecules with constant building blocks ratio.  GIANT,      [PMID:] [10.1016/j.giant.2024.100304]