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8.53022

Boc-Trp(For)-OH

Novabiochem®

Synonym(s):

Boc-Trp(For)-OH, N-α-t.-Boc-N-in-formyl-L-tryptophan

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About This Item

Empirical Formula (Hill Notation):
C17H20N2O5
CAS Number:
47355-10-2
Molecular Weight:
332.35
UNSPSC Code:
12352209
NACRES:
NA.22
MDL number:
MFCD00065992
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Quality Level

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

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

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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