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Merck

8.53075

Boc-Gln(Trt)-OH

Novabiochem®

Synonym(s):

Boc-Gln(Trt)-OH, N-α-t.-Boc-γ-trityl-L-glutamine

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About This Item

Empirical Formula (Hill Notation):
C29H32N2O5
CAS Number:
Molecular Weight:
488.57
UNSPSC Code:
12352209
NACRES:
NA.22
MDL number:
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Quality Level

product line

Novabiochem®

assay

≥98% (TLC)

form

powder

reaction suitability

reaction type: Boc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem®

application(s)

peptide synthesis

functional group

amide

storage temp.

15-25°C

SMILES string

N([C@@H](CCC(=O)NC(c3ccccc3)(c2ccccc2)c1ccccc1)C(=O)O)C(=O)OC(C)(C)C

InChI

1S/C29H32N2O5/c1-28(2,3)36-27(35)30-24(26(33)34)19-20-25(32)31-29(21-13-7-4-8-14-21,22-15-9-5-10-16-22)23-17-11-6-12-18-23/h4-18,24H,19-20H2,1-3H3,(H,30,35)(H,31,32)(H,33,34)/t24-/m0/s1

InChI key

YEXNCDUSVVLUFM-DEOSSOPVSA-N

General description

A trityl-protected derivative which increases the solubility of glutamine during the coupling step in SPPS [1]. Its use gives higher yields and lower by-product formation. During the following coupling cycles the temporary side-chain protection is removed.

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

Literature references

[1] P. Sieber, et al. (1991) Tetrahedron Lett., 32, 739.

Analysis Note

Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Optical rotation α 25/D (c=1 in methanol): -3.0 - -2.0 °
Purity (TLC(011A)): ≥ 98 %
Purity (TLC(0811)): ≥ 98 %
Solubility (1 mmole in 2 ml DMF): clear solution

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

Other Notes

Replaces: 04-12-0188

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)

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