Fmoc-Tyr(tBu)-OH

한글명:Fmoc-Tyr(tBu)-OH

카스 번호71989-38-3

상품명:Fmoc-Tyr(tBu)-OH

CBNumberCB5854161

분자식C28H29NO5

포뮬러 무게459.53

MOL 파일71989-38-3.mol

화학적 성질

녹는점	~150 °C (dec.)
알파	-28 º (c=1, DMF)
끓는 점	658.2±55.0 °C(Predicted)
밀도	1.218±0.06 g/cm3(Predicted)
굴절률	-30 ° (C=1, DMF)
저장 조건	Store below +30°C.
용해도	클로로포름(약간 용해됨), DMF(약간 용해됨), 메탄올(약간 용해됨)
산도 계수 (pKa)	2.97±0.10(Predicted)
물리적 상태	가루
색상	하얀색
optical activity	[α]20/D 29±2°, c = 1% in DMF
BRN	4216652
InChIKey	JAUKCFULLJFBFN-VWLOTQADSA-N
SMILES	C(O)(=O)[C@H](CC1=CC=C(OC(C)(C)C)C=C1)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O
CAS 데이터베이스	71989-38-3(CAS DataBase Reference)

위험 및 안전 성명

위험품 표기

위험 카페고리 넘버

36/37/38

안전지침서

26-24/25

WGK 독일

HS 번호

2924 29 70

NFPA 704:

	1
2		0

그림문자(GHS)

Fmoc-Tyr(tBu)-OH MSDS

Fmoc-Tyr(tBu)-OH 화학적 특성, 용도, 생산

화학적 성질
white to light yellow crystalline powder; insoluble in water and petroleum ether, soluble in ethyl acetate, methanol and DMF; mp is 150-151°C; specific optical rotation [α] 20D + 5.2° (0.5-2.0mg/ml, ethyl acetate ), [α]20D-27.6° (0.5-2.0 mg/ml, DMF), [α]20D-6° (0.5-2.0 mg/ml, methanol).
용도
Fmoc-O-tert-butyl-L-tyrosine belongs to L-tyrosine compounds. Its molecular structure contains a chiral center, so it can exist two enantiomers and has optical activity. Fmoc-Tyr(tBu)-OH is used in peptide synthesis as amino acid protection monomer.
제조 방법
To obtain Fmoc-Tyr(tBu)-OH, the following steps are carried out:
Suspend O-tert-butyl-L-tyrosine in a solution of dioxane.
Conduct an acylation reaction with fluorenyl methaneoxycarbonyl azide.
After the reaction, extract the crude product with ethyl acetate under pH 9-10 conditions.
Purify the extracted product through recrystallization.
This process results in the final product, Fmoc-Tyr(tBu)-OH.
일반 설명
Fmoc-Tyr(tBu)-OH is the preferred tyrosine derivative for solid phase peptide synthesis by Fmoc protocols. Protecting the Tyr sidechain may not be essential in the synthesis of small peptides. If the phenolic functional group of tyrosine does become acylated during a coupling reaction, the subsequent treatment with piperdine to remove Fmoc-groups will also remove any acylation of the phenolic function. Using Fmoc-Tyr(tBu)-OH in peptide synthesis is more efficient, however, since none of the activated amino acids are used unproductively in acylating exposed tyrosine side-chains. The use of Fmoc-Tyr(tBu)-OH also eliminates all potential for side products arising from the acylation of the tyrosine side-chain.

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