Nα-[(9H-フルオレン-9-イルメトキシ)カルボニル]-Nγ-トリチル-L-アスパラギン

Fmoc-Asn(Trt)-OH

HCID 640248CAS 132388-59-1

部分構造検索類似構造を探す

基本情報

標準SMILES: O=C(C[C@H](NC(=O)OCC1c2ccccc2-c2ccccc21)C(=O)O)NC(c1ccccc1)(c1ccccc1)c1ccccc1
InChIKey: KJYAFJQCGPUXJY-UMSFTDKQSA-N
分子式: C38H32N2O5
平均分子量: 596.7 g/mol
単同位体質量: 596.23112212

名称と識別子

優先名称: Fmoc-Asn(Trt)-OH
IUPAC: (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-oxo-4-(tritylamino)butanoic acid
現地名: Nα-[(9H-フルオレン-9-イルメトキシ)カルボニル]-Nγ-トリチル-L-アスパラギン
英語名: Fmoc-Asn(Trt)-OH
分子式: C38H32N2O5
分子量: 596.67

名称と別名

Fmoc-Asn(Trt)-OH132388-59-1DTXSID80348710N2-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-(triphenylmethyl)-L-asparagineN2-((9H-Fluoren-9-ylmethoxy)carbonyl)-N-(triphenylmethyl)-L-asparagineRefChem:599518DTXCID70299782603-578-8Nalpha-Fmoc-Ngamma-trityl-L-asparagineMFCD00077049(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-oxo-4-(tritylamino)butanoic acid(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-oxo-4-(tritylamino)butanoic acid

名称をさらに表示

Nα-[(9H-フルオレン-9-イルメトキシ)カルボニル]-Nγ-トリチル-L-アスパラギンN-(9-フルオレニルメトキシカルボニル)-N-bEta-トリチル-L-アスパラギンNα-Fmoc-Nγ-トリチル-L-アスパラギンFMOC‐ASN(TRT)‐OHN-Α-FMOC-N-Β-トリチル-L-アスパラギン(2S)-2-[(9H-フルオレン-9-イルメトキシカルボニル)アミノ]-3-(トリチルカルバモイル)プロピオン酸N4-トリチル-Nα-[(9H-フルオレン-9-イル)メトキシカルボニル]-アスパラギンN4-(トリフェニルメチル)-N2-(9H-フルオレン-9-イルメトキシカルボニル)-L-アスパラギン(2S)-2-({[(9H-フルオレン-9-イル)メトキシ]カルボニル}アミノ)-3-[(トリフェニルメチル)カルバモイル]プロパン酸N4-トリチル-Fmoc-Asn-OHN2-(9H-フルオレン-9-イルメトキシカルボニル)-N4-トリチル-L-アスパラギンFMOC-ASN(TRT)FMOC-L-ASN(TRT)-OHFMOC-N-TRITYL-L-ASPARAGINENα-Fmoc-Nγ-trityl-L-asparagineL-Asn(Trt)FMoc-Asn(Tre)

SCHEMBL118112Nalpha-[(9H-Fluoren-9-ylmethoxy)carbonyl]-Ngamma-trityl-L-asparagineM03352AKOS015924190CS-W002327N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N4-trityl-L-asparagine(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-[(triphenylmethyl)carbamoyl]propanoic acidC38H32N2O5

データベース識別子

CAS: 132388-59-1
PubChem CID: 640248
DTXSID: DTXSID80348710
UNII: 5R94765WYL
EC Number: 603-578-8
Nikkaji: J956.314H

物性

構造計算による物性

XLogP: 6.6
極性表面積: 105 Å²
水素結合供与体数: 3
水素結合受容体数: 5
回転可能結合数: 11
重原子数: 45
形式電荷: 0
複雑度: 931

物理化学的性質

融点: 201 · 201-204 °C(lit.)
沸点: 858.1 · 858.1±65.0 °C(Predicted)
比旋光度: -16 · -16 º (c=1, MeOH)
比重(密度): 1.271 · 1.271±0.06 g/cm3(Predicted)
屈折率: -19 ° · -19 ° (C=1, DMF)
貯蔵温度: 2 · 2-8°C
溶解性: 0.00005 g/l · <0.00005g/l
酸解離定数(Pka): 3.79 · 3.79±0.10(Predicted)
外見: powder to crystal
色: White to Almost white
水溶解度: 0.00005 g/L · <0.00005g/L
BRN: 4343823 · 4343823
主な用途: ペプチド合成
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
CAS データベース: 132388 · 132388-59-1(CAS DataBase Reference)

化学的性質

化学的特性white crystal powde

安全と法規制

GHS分類

GHS Classification · 4 件

This chemical does not meet GHS hazard criteria for 2% (1 of 50) of reports.

H413 (92%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]

P273, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 50 reports by companies from 7 notifications to the ECHA C&L Inventory.

危険有害性情報

Hazard Classes and CategoriesAquatic Chronic 4 (92%)

安全データ

F: 3-10
wgk: 2
ridadr: UN 3077 9 / PGIII
毒性: LD50 orally in Rabbit: > 2000 mg/kg
hs_code: 2924 29 70
risk_code: 53
safety_code: 24/25-61
hazard_class: IRRITANT
Hazard Classifications: Aquatic Chronic 2
ストレージクラス: 11 - Combustible Solids

化学と産業

応用分野 · 2 件

説明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.

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

調製方法 · 1 件

製造方法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.