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MedKoo Cat#: 463677 | Name: Fmoc-Cys(Trt)-OH
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Fmoc-Cys(Trt)-OH is a building block. It has been used in the solid-phase synthesis of peptide thioesters.

Chemical Structure

Fmoc-Cys(Trt)-OH
Fmoc-Cys(Trt)-OH
CAS#103213-32-7

Theoretical Analysis

MedKoo Cat#: 463677

Name: Fmoc-Cys(Trt)-OH

CAS#: 103213-32-7

Chemical Formula: C37H31NO4S

Exact Mass: 585.1974

Molecular Weight: 585.72

Elemental Analysis: C, 75.87; H, 5.33; N, 2.39; O, 10.93; S, 5.47

Price and Availability

Size Price Availability Quantity
5g USD 250.00 2 Weeks
25g USD 450.00 2 Weeks
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Related CAS #
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Synonym
Fmoc-Cys(Trt)-OH; Fmoc Cys(Trt)-OH; Fmoc-Cys(Trt) OH; Fmoc Cys(Trt) OH; FMOC-S-trityl-L-cysteine; Fmoc-L-Cys(Trt)-OH; Fmoc-S-trityl-cys; N-Fmoc-S-trityl-L-cysteine; Fmoc-Cyc(Trt)-OH; N-α-Fmoc-S-trityl-L-cysteine
IUPAC/Chemical Name
N-(((9H-fluoren-9-yl)methoxy)carbonyl)-S-trityl-L-cysteine
InChi Key
KLBPUVPNPAJWHZ-UMSFTDKQSA-N
InChi Code
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
SMILES Code
O=C(N([H])[C@H](C(O)=O)CSC(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3)OCC4C5=CC=CC=C5C6=CC=CC=C64
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 585.72 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Kar A, Mannuthodikayil J, Singh S, Biswas A, Dubey P, Das A, Mandal K. Efficient Chemical Protein Synthesis using Fmoc-Masked N-Terminal Cysteine in Peptide Thioester Segments. Angew Chem Int Ed Engl. 2020 Apr 25. doi: 10.1002/anie.202000491. Epub ahead of print. PMID: 32333711. 2: Shan L, Zhuo X, Zhang F, Dai Y, Zhu G, Yung BC, Fan W, Zhai K, Jacobson O, Kiesewetter DO, Ma Y, Gao G, Chen X. A paclitaxel prodrug with bifunctional folate and albumin binding moieties for both passive and active targeted cancer therapy. Theranostics. 2018 Feb 16;8(7):2018-2030. doi: 10.7150/thno.24382. PMID: 29556370; PMCID: PMC5858514. 3: Lajkó G, Grecsó N, Tóth G, Fülöp F, Lindner W, Ilisz I, Péter A. Liquid and subcritical fluid chromatographic enantioseparation of Nα -Fmoc proteinogenic amino acids on Quinidine-based zwitterionic and anion-exchanger type chiral stationary phases. A comparative study. Chirality. 2017 Jun;29(6):225-238. doi: 10.1002/chir.22700. Epub 2017 Apr 19. PMID: 28422383. 4: Králová P, Fülöpová V, Maloň M, Volná T, Popa I, Soural M. Stereoselective Polymer-Supported Synthesis of Morpholine- and Thiomorpholine-3-carboxylic Acid Derivatives. ACS Comb Sci. 2017 Mar 13;19(3):173-180. doi: 10.1021/acscombsci.6b00178. Epub 2017 Jan 30. PMID: 28085245. 5: Bergeron ZL, Chun JB, Baker MR, Sandall DW, Peigneur S, Yu PY, Thapa P, Milisen JW, Tytgat J, Livett BG, Bingham JP. A 'conovenomic' analysis of the milked venom from the mollusk-hunting cone snail Conus textile--the pharmacological importance of post-translational modifications. Peptides. 2013 Nov;49:145-58. doi: 10.1016/j.peptides.2013.09.004. Epub 2013 Sep 18. PMID: 24055806; PMCID: PMC6013274. 6: Dadiboyena S, Nefzi A. Parallel Synthesis of Structurally Diverse Aminobenzimidazole Tethered Sultams and Benzothiazepinones. Tetrahedron Lett. 2012 Dec 19;53(51):6897-6900. doi: 10.1016/j.tetlet.2012.09.135. PMID: 23209332; PMCID: PMC3510662. 7: Góngora-Benítez M, Mendive-Tapia L, Ramos-Tomillero I, Breman AC, Tulla-Puche J, Albericio F. Acid-labile Cys-protecting groups for the Fmoc/tBu strategy: filling the gap. Org Lett. 2012 Nov 2;14(21):5472-5. doi: 10.1021/ol302550p. Epub 2012 Oct 17. PMID: 23075170. 8: Gross CM, Lelièvre D, Woodward CK, Barany G. Preparation of protected peptidyl thioester intermediates for native chemical ligation by Nalpha-9-fluorenylmethoxycarbonyl (Fmoc) chemistry: considerations of side-chain and backbone anchoring strategies, and compatible protection for N-terminal cysteine. J Pept Res. 2005 Mar;65(3):395-410. doi: 10.1111/j.1399-3011.2005.00241.x. PMID: 15787970. 9: Chen L, Jensen KJ, Tejbrant J, Taylor JE, Morgan BA, Barany G. Chemical synthesis and receptor binding of catfish somatostatin: a disulfide-bridged beta-D-Galp-(1-->3)-alpha-D-GalpNAc O-glycopeptide. J Pept Res. 2000 Jan;55(1):81-91. doi: 10.1034/j.1399-3011.2000.00154.x. PMID: 10667864. 10: Barlos K, Gatos D, Hatzi O, Koch N, Koutsogianni S. Synthesis of the very acid-sensitive Fmoc-Cys(Mmt)-OH and its application in solid-phase peptide synthesis. Int J Pept Protein Res. 1996 Mar;47(3):148-53. doi: 10.1111/j.1399-3011.1996.tb01338.x. PMID: 8740963. 11: McCurdy SN. The investigation of Fmoc-cysteine derivatives in solid phase peptide synthesis. Pept Res. 1989 Jan-Feb;2(1):147-52. PMID: 2577698.