143824-78-6

Basic information

• Product Name: Fmoc-Trp(Boc)-OH
• Synonyms: FMOC-TRP(BOC)-OH;FMOC-TRP(BOC);FMOC-TRYPTOPHAN(BOC)-OH;FMOC-NIN-T-BUTYLOXYCARBONYL-L-TRYPTOPHAN;FMOC-N-IN-BOC-L-TRYPTOPHAN;FMOC-N-BOC-L-TRYPTOPHAN;FMOC-L-TRP(BOC);FMOC-L-TRP(BOC)-OH
• CAS NO: 143824-78-6
• Molecular Formula: C₃₁H₃₀N₂O₆
• Molecular Weight: 526.58
• EINECS: 1592732-453-0
• Product Categories: Amino Acids;Tryptophan [Trp, W];Fmoc-Amino Acids and Derivatives;Amino Acids (N-Protected);Biochemistry;Fmoc-Amino Acids;Fmoc-Amino acid series
• Mol File: 143824-78-6.mol
• Article Data: 6

Chemical Properties

• Melting Point: ca 97℃
• Appearance: White to off-white crystalline powder
• Density: 1.289 g/cm³
• Refractive Index: -20 ° (C=1, DMF)
• Storage Temp.: 2-8°C
• PKA: 3.71±0.10(Predicted)
• Sensitive: Moisture Sensitive
• BRN: 7698009
• CAS DataBase Reference: Fmoc-Trp(Boc)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Fmoc-Trp(Boc)-OH(143824-78-6)
• EPA Substance Registry System: Fmoc-Trp(Boc)-OH(143824-78-6)

Safety Data

• Hazard Codes: Xi,N
• Statements: 36/37/38-51/53-43
• Safety Statements: 22-24/25-36/37/39-27-26-61-37-24
• RIDADR: 3077
• WGK Germany: 3
• F: 10-21
• HazardClass: 9
• Hazardous Substances Data: 143824-78-6(Hazardous Substances Data)

Usage

Chemical Properties

White solid

Uses

Different sources of media describe the Uses of 143824-78-6 differently. You can refer to the following data:
1. Fmoc-Trp(Boc)-OH is a very useful synthetic intermediate. It is used to prepare Trp containing-peptides.
2. Fmoc-Trp(Boc)-OH can be used for the synthesis of analogs of glucagon-like peptide-1 (GLP-1) for the treatment of type 2 diabetes and various peptides by Fmoc solid phase peptide synthesis (SPPS).

General Description

The use of this N-in-Boc protected derivative overcomes most of the problems associated with the preparation of Trp containing-peptides by Fmoc SPPS [1]. Cleavage with TFA generates an N-in-carboxy indole which protects the Trp from alkylation [1, 2, 3] and sulfonation [1, 4, 5, 6, 7]. The N-in-carboxy group is removed under aqueous conditions during normal work-up of the peptide.The product number for this product was previously 04-12-1103.To obtain a certificate of analysis (CoA) of a lot that begins with the letter “A”, please select the option in the right hand menu “Request a COA for Lot#s starting with A”.

InChI:InChI=1/C31H30N2O6/c1-31(2,3)39-30(37)33-17-19(20-10-8-9-15-27(20)33)16-26(28(34)35)32-29(36)38-18-25-23-13-6-4-11-21(23)22-12-5-7-14-24(22)25/h4-15,17,25-26H,16,18H2,1-3H3,(H,32,36)(H,34,35)/t26-/m0/s1

Upstream product

• 4299-70-1 L-tryptophan methyl ester 
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• 96238-70-9 1-tert-butoxycarbonyl-L-tryptophane methyl ester 
• 643751-42-2 N-carbobenzyloxy-1-tert-butoxycarbonyl-L-tryptophan methyl ester 
• 2717-76-2 (S)-N-benzyloxycarbonyl-L-tryptophan methyl ester 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 146645-63-8 (2S)-2-amino-3-(1-tert-butoxycarbonylindol-3-yl)propanoic acid 
• 1604-49-5 methyl (2S)-3-(1H-indol-3-yl)-2-(trifluoroacetamido)propanoate 
• 83451-16-5 (S)-tert-butyl 2-(hydroxyamino)propanoate 
• 1019691-72-5 C₃₇H₃₇N₃O₅S 

Relevant articles and documents

COMPOUND FOR PREPARATION OF ANTIBODY-PAYLOAD CONJUGATE AND USE THEREOF

The present application relates to a novel linker for use in bioconjugation, comprising two or more electrophilic carbon atoms of a carbonyl group, and a click chemistry functional group and, more specifically, to a linker through which a compound, a peptide, and/or a protein can be directly and/or indirectly linked by a substitution reaction to a desired target molecule, that is, a target molecule.

DIPHENYLMETHANE COMPOUND

Compounds having a diphenylmethane skeleton are superior in broad utility and stability, and are useful as a protecting reagent (anchor) of amino acid and/or peptide in the liquid phase synthesis and the like of a peptide having a C-terminal etc., which are of a carboxamide(-CONHR)-type, and in organic synthetic reaction methods (particularly peptide liquid phase synthetic methods), and may be contained in a kit for peptide liquid phase synthesis.

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