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8.52044

Sigma-Aldrich

FMOC-Asn(Trt)-OH

N-α-Fmoc-N-ß-trityl-L-asparagine Novabiochem®

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Synonym(s):
FMOC-Asn(Trt)-OH, N-α-Fmoc-N-β-trityl-L-asparagine
Empirical Formula (Hill Notation):
C38H32N2O5
CAS Number:
Molecular Weight:
596.67
MDL number:

Quality Level

product line

Novabiochem®

Assay

≥98% (TLC)
≥98.0% (acidimetric)
≥99.0% (HPLC)

form

powder

potency

>2000 mg/kg LD50, oral (Rat)

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem®

mp

210-220 °C

solubility

<0.00005 g/L

application(s)

peptide synthesis

functional group

amide

storage temp.

−20°C (−15°C to −25°C)

InChI

1S/C38H32N2O5/c41-35(40-38(26-14-4-1-5-15-26,27-16-6-2-7-17-27)28-18-8-3-9-19-28)24-34(36(42)43)39-37(44)45-25-33-31-22-12-10-20-29(31)30-21-11-13-23-32(30)33/h1-23,33-34H,24-25H2,(H,39,44)(H,40,41)(H,42,43)/p-1/t34-/m0/s1

InChI key

KJYAFJQCGPUXJY-UMSFTDKQSA-M

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FMOC-Asn(Trt)-OH N-&#945;-Fmoc-N-&#223;-trityl-L-asparagine Novabiochem&#174;

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FMOC-Asn(Trt)-OH

Fmoc-Asn(Trt)-OH &#8805;97.0%

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Fmoc-Asn(Dmcp)-OH Novabiochem&#174;

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Fmoc-Asn(Dmcp)-OH

Fmoc-Asn(Mmt)-OH Novabiochem&#174;

Sigma-Aldrich

8.52411

Fmoc-Asn(Mmt)-OH

assay

≥98% (TLC), ≥98.0% (acidimetric), ≥99.0% (HPLC)

assay

≥97.0%

assay

≥95.0% (acidimetric), ≥98.0% (HPLC), ≥98.0% (TLC)

assay

-

form

powder

form

powder

form

powder

form

powder

mp

210-220 °C

mp

201-204 °C (lit.)

mp

-

mp

-

solubility

<0.00005 g/L

solubility

-

solubility

-

solubility

-

functional group

amide

functional group

Fmoc

functional group

amide

functional group

amide

General description

High purity Fmoc-protected amino acid for research and process production of peptides, with very low levels of dipeptide, free-amino acids and acetic acid impurities.
Fmoc-Asn(Trt)-OH has good solubility properties in most organic solvents, and its use has been shown to result in significantly purer peptides than other derivatives used for the introduction of Asn [1,2]. Coupling can be performed by standard procedures. The trityl group is normally removed by 95% TFA in 1-3 hours, with no alkylation of Trp residues. When Asn(Trt) is the N-terminal residue, the reaction time may need to be extended to ensure complete deprotection [3].

Associated Protocols and Technical Articles
Fmoc-amino acids for Peptide Production
Cleavage and Deprotection Protocols for Fmoc SPPS

Literature references

[1] P. Sieber, et al. in ′Innovation & Perspectives in Solid Phase Synthesis, 1st International Symposium′, R. Epton (Eds), SPCC UK Ltd., Birmingham, 1990, pp. 577.
[2] P. Sieber, et al. (1991) Tetrahedron Lett., 32, 739.
[3] M. Friede, et al. (1992) Pept. Res., 5, 145.

Linkage

Replaces: 04-12-1089

Analysis Note

Colour (visual): white to off white
Appearance of substance (visual): powder
Colour index (0,5 M in DMF): ≤ 150 Hazen
Identity (IR): passes test
Enantiomeric purity: ≥ 99.7 % (a/a)
Purity (HPLC): ≥ 99.0 % (a/a)
Fmoc-ß-Ala-OH (HPLC): ≤ 0.1 % (a/a)
Fmoc-ß-Ala-Asn (Trt)-OH (HPLC): ≤ 0.1 % (a/a)
Fmoc-Asn(Trt)-Asn(Trt)-OH (HPLC): ≤ 0.1 % (a/a)
Fmoc-Asn-OH (HPLC): ≤ 0.1 % (a/a)
Assay free amino acid (GC): ≤ 0.2 %
Purity (TLC(011A)): ≥ 98 %
Purity (TLC(0811)): ≥ 98 %
Solubility (25 mmole in 50 ml DMF): clearly soluble
Assay (acidimetric): ≥ 98.0 %
Water (K. F.): ≤ 2.0 %
Ethyl acetate (HS-GC): ≤ 0.5 %
Acetate (IC): ≤ 0.05 %

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

Legal Information

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

Pictograms

Environment

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Chronic 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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