8.53022

Boc-Trp(For)-OH

Novabiochem^®

• Synonym(s): Boc-Trp(For)-OH, N-α-t.-Boc-N-in-formyl-L-tryptophan
• Empirical Formula (Hill Notation): C₁₇H₂₀N₂O₅
• CAS Number: 47355-10-2
• Molecular Weight: 332.35
• UNSPSC Code: 12352209
• NACRES: NA.22
• MDL number: MFCD00065992

Properties

• Quality Segment: 200
• product line: Novabiochem^®
• assay: ≥98% (TLC)
• form: powder
• reaction suitability: reaction type: Boc solid-phase peptide synthesis
• manufacturer/tradename: Novabiochem^®
• mp: 100 °C (decomposition)
• application(s): peptide synthesis
• storage temp.: 15-25°C
• SMILES string: [n]1(c2c(c(c1)C[C@H](NC(=O)OC(C)(C)C)C(=O)O)cccc2)C=O
• InChI: 1S/C17H20N2O5/c1-17(2,3)24-16(23)18-13(15(21)22)8-11-9-19(10-20)14-7-5-4-6-12(11)14/h4-7,9-10,13H,8H2,1-3H3,(H,18,23)(H,21,22)/t13-/m0/s1
• InChI key: IHXHBYFWSOYYTR-ZDUSSCGKSA-N

Description

General description

Standard building block for introduction of tryptophan by Boc SPPS. The formyl group is stable to standard high HF cleavage but can be removed by HF containing thiophenol ^[1,2,3]. The formyl group can also be removed with piperidine in DMF prior to HF cleavage.

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Boc SPPS

Literature references

^[1] M. Ohno, et al. (1973) Bull. Chem. Soc. Jpn., 46, 3280.
^[2] W. F. Heath, et al. (1982) J. Chem. Soc., Chem. Commun., 896.
^[3] G. R. Matsueda (1982) Int. J. Peptide Protein Res., 20, 26.

Analysis Note

Colour (visual): white to off white
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.0 % (a/a)
Purity (TLC(0811)): ≥ 98 %
Purity (TLC(011A)): ≥ 98 %
Solubility (1 mmole in 2 ml DMF): clearly soluble

To see the solvent systems used for TLC of Novabiochem^® products please click here.

Other Notes

Replaces: 04-12-0087

Legal Information

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable