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852050 Fmoc-Trp(Boc)-OH

Overview

Replacement Information

Key Spec Table

CAS #Hill FormulaMolar Mass
143824-78-6C₃₁H₃₀N₂O₆526.59 g/mol
Description
Catalogue Number852050
Replaces04-12-1103
Brand Family Novabiochem®
Alternate Names
  • N-α-Fmoc-N-in-t.-Boc-L-tryptophan
Background InformationThe 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.

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References
Product Information
CAS number143824-78-6
Hill FormulaC₃₁H₃₀N₂O₆
Molar Mass526.59 g/mol
HS Code2933 99 49
Structure formula ImageStructure formula Image
Quality LevelMQ300
Applications
ApplicationFmoc-Trp(Boc)-OH Novabiochem®. CAS 143824-78-6, molar mass 526.59 g/mol.
Biological Information
Physicochemical Information
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
Storage class10 - 13 Other liquids and solids
WGKWGK 3 highly hazardous to water
Safety Information
Product Usage Statements
Storage and Shipping Information
StorageStore at -15°C to -25°C.
Packaging Information
Transport Information
Supplemental Information
Specifications
Color (visual)white to off white
Appearance of substance (visual)powder
Color index (0,5 M in DMF)≤ 150 Hazen
Identity (IR)passes test
Enantiomeric purity≥ 99.7 % (a/a)
Purity (HPLC)≥ 97.5 % (a/a)
Fmoc-ß-Ala-OH (HPLC)≤ 0.3 % (a/a)
Fmoc-ß-Ala-Trp (Boc)-OH (HPLC)≤ 0.1 % (a/a)
Fmoc-Trp(Boc)-Trp(Boc)-OH (HPLC)≤ 0.1 % (a/a)
Fmoc-Trp-OH (HPLC)≤ 1.0 % (a/a)
Assay free amino acid (HPLC)≤ 0.2 %
Solubility (25 mmole in 50 ml DMF)clear soluble
Purity (TLC(011A))≥ 98 %
Purity (TLC(0811))≥ 98 %
Assay (acidimetric)≥ 90.0 %
Water (K. F.)≤ 2.0 %
Ethyl acetate (HS-GC)≤ 2.5 %
Acetate (IC)≤ 0.10 %
For TLC-Systems see our General Catalog

Documentation

Fmoc-Trp(Boc)-OH SDS

Title

Safety Data Sheet (SDS) 

Citations

Title
  • [1] P. White in 'Peptides, Chemistry & Biology, Proc. 12th American Peptide Symposium', J. A. Smith & J. E. Rivier (Eds), ESCOM, Leiden, 1992, pp. 537.
  • [2] B. Riniker, et al. (1993) Tetrahedron, 49, 9307.
  • [3] T. Johnson, et al. (1993) J. Chem. Soc., Chem. Commun., 369.
  • [4] H. Choi, et al. (1993) Int. J. Peptide Protein Res., 42, 58.
  • [5] C. G. Fields, et al. (1993) Tetrahedron Lett., 34, 6661.
  • [6] T. Lescrinier, et al. (1995) Lett. Pept. Sci., 2, 225.
  • [7] M. Noda & M. Kiffe (1997) J. Peptide Res., 50, 329.