N-((9H-Fluoren-9-ylmethoxy)carbonyl)-S-(triphenylmethyl)-L-cysteine

HCID 128239CAS 103213-32-7

부분 구조 검색 유사 구조 찾기

기본 정보

표준 SMILES: O=C(N[C@@H](CSC(c1ccccc1)(c1ccccc1)c1ccccc1)C(=O)O)OCC1c2ccccc2-c2ccccc21
InChIKey: KLBPUVPNPAJWHZ-UMSFTDKQSA-N
분자식: C37H31NO4S
평균 분자량: 585.7 g/mol
단동위원소 질량: 585.19737947

개요

side chain protected amino acid; structure given in first source

이름 및 식별자

우선 이름: N-((9H-Fluoren-9-ylmethoxy)carbonyl)-S-(triphenylmethyl)-L-cysteine
IUPAC: (2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-tritylsulfanylpropanoic acid
영어명: FMOC-S-trityl-L-cysteine
분자식: C37H31NO4S
분자량: 585.71

이름 및 동의어

103213-32-7Fmoc-L-Cys(Trt)-OHFmoc-S-trityl-cysN(alpha)-Fluorenylmethyloxycarbonyl-S-tritylcysteine7VS47T4LL8DTXSID70145699N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-S-(triphenylmethyl)-L-cysteineN-(alpha)-fluorenylmethyloxycarbonyl-S-tritylcysteineN-((9H-Fluoren-9-ylmethoxy)carbonyl)-S-(triphenylmethyl)-L-cysteineRefChem:821415DTXCID1068190Fmoc-Cys(Trt)-OH

이름 더 보기

FMOC-CYS(TRT)Fomc-Cys(Trt)-OHFmoc-Cyc(Trt)-OHFMOC-L-CYS(TRT)Fmoc-Cys(Trt)-0HFmoc-Cys(Trt)-OH Fmoc-Cys(Trt)-OH

FMOC-S-trityl-L-cysteineN-Fmoc-S-trityl-L-cysteineMFCD00038538(2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-tritylsulfanylpropanoic acidCHEMBL396414L-Cysteine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-S-(triphenylmethyl)-M03395(2R)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-[(triphenylmethyl)sulfanyl]propanoic acid

데이터베이스 식별자

CAS: 103213-32-7
PubChem CID: 128239
DTXSID: DTXSID70145699
ChEMBL: CHEMBL396414
UNII: 7VS47T4LL8
EC Number: 600-408-4
Nikkaji: J1.565.797I

물성

구조 계산 물성

XLogP: 8
극성 표면적: 101 Å²
수소 결합 공여자 수: 2
수소 결합 수용자 수: 5
회전 가능 결합 수: 11
무거운 원자 수: 43
형식 전하: 0
복잡도: 841

실험 및 물리화학적 성질

Chemical ClassesBiological Agents -> Amino Acids and Derivatives

Physical DescriptionBeige powder; [Sigma-Aldrich MSDS]

물리화학적 성질

녹는점: 170 · 170-173 °C(lit.)
끓는 점: 763.4 · 763.4±60.0 °C(Predicted)
밀도: 1.27 · 1.270±0.06 g/cm3(Predicted)
굴절률: 18 ° · 18 ° (C=1, THF)
저장 조건: 2 · 2-8°C
용해도: Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
산도 계수 (pKa): 3.7 · 3.70±0.10(Predicted)
물리적 상태: 가루
색상: 흰색에서 거의 흰색
수용성: 물에 불용성. 대부분의 유기용매에 용해됩니다.
BRN: 4221286 · 4221286
주요 응용: 펩타이드 합성
InChIKey: KLBPUVPNPAJWHZ-UMSFTDKQSA-N
SMILES: OC(=O)[C@H](CSC(c1ccccc1)(c2ccccc2)c3ccccc3)NC(=O)OCC4c5ccccc5-c6ccccc46

화학적 성질

white to light yellow crystal powde

안전 및 규제

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 42.9% (3 of 7) of reports.

Warning

H302 (14.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 7 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Hazards SummaryMay cause irritation; [Sigma-Aldrich MSDS]

Hazard Classes and CategoriesSkin Irrit. 2 (57.1%)

안전 데이터

wgk: 3
HS 번호: 29309090
risk_code: 36/37/38
hazard_code: Xi
safety_code: 22-24/25-26
F 고인화성물질: 9-21
위험 참고 사항: Irritant
스토리지 클래스: 11 - Combustible Solids

화학 및 산업

용도 및 제조

UsesSide chain protected amino acid. [ChemIDplus]

응용 분야 · 2건

용도FMOC-S-trityl-L-cysteine is potentially useful for proteomics studies, and solid phase peptide synthesis techniques. The compound could be useful as an unusual amino acid analog to aid in the deconvolution of protein structure and function.

일반 설명The standard derivative for Fmoc SPPS of peptides containing Cys [1]. The Trt group is removed with 95% TFA containing 1-5% TIS. Ideally, this derivative should be introduced using the symmetrical anhydride or DIPCDI/HOBt activation [2,3] to minimize enantiomerization. If activation with uronium or phosphonium reagents, such as HBTU or PyBOP®, is to be employed, it is strongly recommended that collidine is used as the base [4], as this has been shown to significantly reduce loss of optical integrity during coupling.