8.54000

Dde-Lys(Fmoc)-OH

Novabiochem^®

• 동의어(들): Dde-Lys(Fmoc)-OH, N-α-1-(4,4-Dimethyl-2,6-dioxocyclohex-1-ylidene)ethyl-N-ε-Fmoc-L-lysine
• 실험식(Hill 표기법): C₃₁H₃₆N₂O₆
• CAS Number: 156648-40-7
• Molecular Weight: 532.63
• MDL number: MFCD00467662
• UNSPSC 코드: 12352209
• NACRES: NA.22

속성

• Quality Level: 200
• 제품 라인: Novabiochem^®
• 분석: ≥90.0% (acidimetric); ≥96.0% (HPLC); ≥97% (TLC)
• 양식: powder
• 반응 적합성: reaction type: Fmoc solid-phase peptide synthesis
• 제조업체/상표: Novabiochem^®
• mp: >70 °C (decomposition)
• 응용 분야: peptide synthesis
• 작용기: amine
• 저장 온도: 15-25°C
• SMILES string: N([C@@H](CCCCNC(=O)OCC2c3c(cccc3)c4c2cccc4)C(=O)O)C(=C1C(=O)CC(CC1=O)(C)C)C
• InChI: 1S/C31H36N2O6/c1-19(28-26(34)16-31(2,3)17-27(28)35)33-25(29(36)37)14-8-9-15-32-30(38)39-18-24-22-12-6-4-10-20(22)21-11-5-7-13-23(21)24/h4-7,10-13,24-25,33H,8-9,14-18H2,1-3H3,(H,32,38)(H,36,37)/t25-/m0/s1
• InChI key: CNDRLQTWKWIHEP-VWLOTQADSA-N

설명

일반 설명

Quasi-orthogonally-protected Lys derivative. The Fmoc group can be removed selectively by treatment with piperidine; the Dde group is cleaved with 2% hydrazine in DMF ^[1]. When removing Dde in the presence of allyl-based protecting groups, allyl alcohol should be included in the deprotection solution to prevent reduction of the allyl group ^[2]. Also available Fmoc-Lys(Dde)-OH 852057. This derivative has been employed in Fmoc SPPS to facilitate the introduction of biotin to the side-chain of lysine ^[3].

Associated Protocols and Technical Articles
Guide to Selection of Orthogonally-Protected Building Blocks for Fmoc SPPS

Literature references

^[1] B. W. Bycroft, et al. (1993) J. Chem. Soc., Chem. Commun., 778.
^[2] B. Rohwedder, et al. (1998) Tetrahedron Lett., 39, 1175.
^[3] J. Mack, et al. (1999) Lett. Pept. Sci., 6, 135.

결합

Replaces: 04-12-5201

분석 메모

Colour (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 99.5 % (a/a)
Purity (TLC(157B)): ≥ 97 %
Purity (TLC(CMA2)): ≥ 97 %
Assay (HPLC, area%): ≥ 96.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 90.0 %
Water (K. F.): ≤ 1.00 %

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

안전성 정보

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable