D1523

N,N′-Diacetylchitobiose

≥96% (HPLC)

• 동의어(들): 2-Acetamido-2-deoxy-4-O-(2-acetamido-2-deoxy-β-D-gluco­pyranosyl)-D-glucopyranose, 4-O-(2-Acetamido-2-deoxy-β-D-glucopyranosyl)-2-acetamido-2-deoxy-D-glucose, Chitobiose
• 실험식(Hill 표기법): C₁₆H₂₈N₂O₁₁
• CAS Number: 35061-50-8
• Molecular Weight: 424.40
• Beilstein: 61689
• MDL number: MFCD00077715
• UNSPSC 코드: 12352201
• PubChem Substance ID: 24893467
• NACRES: NA.25

속성

• Quality Level: 200
• 분석: ≥96% (HPLC)
• 양식: powder
• 광학 활성: [α]/D 15.00 to 19.00 °, c = 9.00-11.00 mg/mL in water
• 색상: off-white
• mp: 245-247 °C (lit.)
• solubility: H₂O: 49.00-51.00 mg/mL, clear, colorless
• 저장 온도: −20°C
• SMILES string: CC(=O)N[C@H]1C(O)O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@@H]1O
• InChI: 1S/C16H28N2O11/c1-5(21)17-9-13(25)14(8(4-20)27-15(9)26)29-16-10(18-6(2)22)12(24)11(23)7(3-19)28-16/h7-16,19-20,23-26H,3-4H2,1-2H3,(H,17,21)(H,18,22)/t7-,8-,9-,10-,11-,12-,13-,14-,15?,16+/m1/s1
• InChI key: CDOJPCSDOXYJJF-CBTAGEKQSA-N

설명

애플리케이션

Diacetylchitobiose/Chitobiose, a dimer of β(1,4) linked N-acetyl-D glucosamine, is used as an alternative source of N-acetylglucosamine by some bacteria.[1] It is used in fermentation research to study, differentiate and characterize chitobiose transporter systems and enzymes such as β-N-acetylglucosaminidase(s) and chitobiose phosphorylase(s).[2][3]

생화학적/생리학적 작용

In chitinolytic bacteria, such as Vibrio, Streptomyces and Serratia, N,N′-Diacetylchitobiose (GlcNAc₂) is not only a major breakdown product of chitinase, but it is also the smallest substance that induces chitinase production. It can also be utilized as a carbon source by E. coli, which does not express chitinases, but is exposed to GlcNAc₂ produced by intestinal chitinolytic bacteria. In most organisms, the uptake of GlcNAc₂ occurs via the phosphoenolpyruvate:glycose phosphotransferase system (PTS). GlcNAc₂ has also been used as a substrate or inhibitor to study the activity of glycolytic enzymes.

제조 메모

Prepared by the method of Barker, S.A., et al., J. Chem. Soc., 2218 (1958).

기타 정보

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안전성 정보

• 픽토그램: GHS07
• 신호어: Warning
• 유해 및 위험 성명서: H315,H319
• 예방조치 성명서: P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• 개인 보호 장비: dust mask type N95 (US), Eyeshields, Gloves