Fmoc-Asn(Trt)-OH

HCID 640248CAS 132388-59-1

기본 정보

표준 SMILES: O=C(C[C@H](NC(=O)OCC1c2ccccc2-c2ccccc21)C(=O)O)NC(c1ccccc1)(c1ccccc1)c1ccccc1
InChIKey: KJYAFJQCGPUXJY-UMSFTDKQSA-N
분자식: C38H32N2O5
평균 분자량: 596.7 g/mol
단동위원소 질량: 596.23112212

이름 및 식별자

우선 이름: Fmoc-Asn(Trt)-OH
IUPAC: (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-oxo-4-(tritylamino)butanoic acid
영어명: Fmoc-Asn(Trt)-OH
분자식: C38H32N2O5
분자량: 596.67

이름 및 동의어

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

이름 더 보기

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

데이터베이스 식별자

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

물성

구조 계산 물성

XLogP: 6.6
극성 표면적: 105 Å²
수소 결합 공여자 수: 3
수소 결합 수용자 수: 5
회전 가능 결합 수: 11
무거운 원자 수: 45
형식 전하: 0
복잡도: 931

물리화학적 성질

녹는점: 201 · 201-204 °C(lit.)
끓는 점: 858.1 · 858.1±65.0 °C(Predicted)
밀도: 1.271 · 1.271±0.06 g/cm3(Predicted)
굴절률: -19 ° · -19 ° (C=1, DMF)
저장 조건: 2 · 2-8°C
용해도: 0.00005 g/l · <0.00005g/l
산도 계수 (pKa): 3.79 · 3.79±0.10(Predicted)
물리적 상태: powder to crystal
색상: 흰색에서 거의 흰색
수용성: 0.00005 g/L · <0.00005g/L
BRN: 4343823 · 4343823
주요 응용: 펩타이드 합성
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

화학적 성질

white crystal powde

안전 및 규제

GHS 분류

GHS Classification · 4건

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.

유해성 정보

Hazard Classes and CategoriesAquatic Chronic 4 (92%)

안전 데이터

wgk: 2
ridadr: UN 3077 9 / PGIII
독성: LD50 orally in Rabbit: > 2000 mg/kg
HS 번호: 2924 29 70
risk_code: 53
safety_code: 24/25-61
위험 등급: IRRITANT
F 고인화성물질: 3-10
Hazard Classifications: Aquatic Chronic 2
스토리지 클래스: 11 - Combustible Solids

화학 및 산업

응용 분야 · 2건

개요Fmoc-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.

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

제조 방법 · 1건

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.