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HomeProduct name listFmoc-Asn(Trt)-OH

Fmoc-Asn(Trt)-OH

Synonym(s):Nα-(9-Fluorenylmethoxycarbonyl)-Nγ-trityl-L-asparagine;Nα-Fmoc-Nγ-trityl-L-asparagine;FMOC-Asn(Trt)-OH;N-α-Fmoc-N-β-trityl-L-asparagine

Fmoc-Asn(Trt)-OH Structural

What is Fmoc-Asn(Trt)-OH?

Description

Fmoc-Asn(Trt)-OH prevents the possibility of the amide side chain from undergoing dehydration side reactions during activation, especially with carbodiimide reagents. Fmoc-Asn(Trt)-OH dissolves readily in all standard peptide synthesis reagents, while Fmoc-Asn-OH is only somewhat soluble in NMP or DMF. The trityl group is removed with TFA. This reaction is usually complete within 1 hour at room temperature, but is slower when the Asn(Trt) residue in at the N-terminal of the peptide. In these cases, the deprotection reaction should be extended to 2 hours.

Chemical properties

white crystal powde

The Uses of Fmoc-Asn(Trt)-OH

Fmoc-Asn(Trt)-OH, is an amino acid derivative used in chemical synthesis and peptide chemistry.

Preparation

Synthesis of Fmoc-Asn(Trt)-OH:
Step 1: Crystallization to form N'-Trityl-L-asparagine crystals.
Step 2: Centrifugation to extract N'-Trityl-L-asparagine crystals.
Step 3: Washing to remove residual starting materials in the synthesis.
Step 4: Extraction to obtain N-Acetyl-L-asparagine.
Step 5: Centrifugation to extract N'-Trityl-L-asparagine.
Step 6: Drying to obtain the final product.
This synthesis method effectively removes residual synthetic materials such as trifluoroacetic acid, maleic anhydride, and epichlorohydrin, which are similar in chemical properties to N-Acetyl-L-asparagine, from the product during the production process. The purification method is simple and the product obtained has high purity.

Properties of Fmoc-Asn(Trt)-OH

Melting point: 201-204 °C(lit.)
Boiling point: 858.1±65.0 °C(Predicted)
alpha  -16 º (c=1, MeOH)
Density  1.271±0.06 g/cm3(Predicted)
refractive index  -19 ° (C=1, DMF)
storage temp.  2-8°C
solubility  <0.00005g/l
form  powder to crystal
pka 3.79±0.10(Predicted)
color  White to Almost white
optical activity [α]20/D 15.0±1°, c = 1% in methanol
BRN  4343823
CAS DataBase Reference 132388-59-1(CAS DataBase Reference)

Safety information for Fmoc-Asn(Trt)-OH

Signal word Warning
Pictogram(s)
ghs
Environment
GHS09
GHS Hazard Statements H411:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P273:Avoid release to the environment.
P391:Collect spillage. Hazardous to the aquatic environment
P501:Dispose of contents/container to..…

Computed Descriptors for Fmoc-Asn(Trt)-OH

InChIKey KJYAFJQCGPUXJY-UUWRZZSWSA-N
SMILES C(O)(=O)[C@H](CC(N)=O)N(C(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O)C(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1

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