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Key Documents

8.52373

Sigma-Aldrich

Fmoc-Cys(STmp)-OH

for peptide synthesis, Novabiochem®

동의어(들):

Fmoc-Cys(STmp)-OH, N-α-Fmoc-S-2,4,6-trimethoxyphenylthio-L-cysteine

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About This Item

실험식(Hill 표기법):
C27H27NO7S2
CAS Number:
Molecular Weight:
541.64
UNSPSC 코드:
12352209
NACRES:
NA.22

product name

Fmoc-Cys(STmp)-OH, Novabiochem®

Quality Level

제품 라인

Novabiochem®

형태

powder

반응 적합성

reaction type: Fmoc solid-phase peptide synthesis

제조업체/상표

Novabiochem®

응용 분야

peptide synthesis

작용기

thiol

저장 온도

15-25°C

일반 설명

Fmoc-Cys(STmp)-OH is a novel new tool for the regioselective synthesis of multiple disulfide bridged peptides by Fmoc SPPS. The STmp group is stable to piperidine but is extremely easy to remove by mild thiolysis. Albericio has reported removing four STmp groups on the solid phase with only three 5 minute treatments of 0.1 M N-methylmorpholine (NMM) in DMF containing 5% DTT.

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Fmoc SPPS of Cysteine-Containing Peptides

Literature references:
[1] T. M. Postma, et al. (2012) Org. Lett., 14, 5468.
[2] T. M. Postma & F. Albericio (2013) Org. Lett., 15, 616.

애플리케이션

Applications of Fmoc-Cys(STmp)-OH:
  • Synthesis of insulin analogs by regiospecific disulfide bond formation.
  • A review on step-wise introduction of disulfide bonds.
  • Synthesis of human insulin-like peptide 6.

분석 메모

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.5 % (a/a)
Assay (HPLC, area%): ≥ 94.0 % (a/a)
Purity (TLC(011A)): ≥ 98 %
Solubility (1 mmole in 2 ml DMF): clearly soluble
Ethyl acetate (HS-GC): ≤ 0.5 %
Acetate (IC): ≤ 0.05 %

To see the solvent systems used for TLC of Novabiochem® products please click here.

법적 정보

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


시험 성적서(COA)

제품의 로트/배치 번호를 입력하여 시험 성적서(COA)을 검색하십시오. 로트 및 배치 번호는 제품 라벨에 있는 ‘로트’ 또는 ‘배치’라는 용어 뒤에서 찾을 수 있습니다.

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문서 라이브러리 방문

이미 열람한 고객

Slide 1 of 1

1 of 1

N-Chlorosuccinimide, an efficient reagent for on-resin disulfide formation in solid-phase peptide synthesis
T. M. Postma & F. Albericio
Organic Letters, 15, 616-616 (2013)
Chemical Synthesis of Human Insulin-Like Peptide-6
Chemistry?A European Journal , 22, 9777-9777 (2016)
Trimethoxyphenylthio as a highly labile replacement for tert-butylthio cysteine protection in Fmoc solid phase synthesis
T. M. Postma, et al.,
Organic Letters, 14, 5468-5468 (2012)
Synthesis of Four-Disulfide Insulin Analogs via Sequential Disulfide Bond Formation
Fangzhou Wu, et al.
The Journal of Organic Chemistry, 82, 3506-3506 (2017)
Stepwise Construction of Disulfides in Peptides
H Rongjun, et al.,
Chembiochem, 21, 1101-1101 (2020)

문서

Novabiochem® offers orthogonally protected amino acids for peptide synthesis, including cyclic and branched peptides.

프로토콜

Overcome challenges in synthesis and disulfide bond formation with protocols for Fmoc solid-phase peptide synthesis of peptides with cysteine and methionine.

자사의 과학자팀은 생명 과학, 재료 과학, 화학 합성, 크로마토그래피, 분석 및 기타 많은 영역을 포함한 모든 과학 분야에 경험이 있습니다..

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