L-xylose

한글명:L-xylose

카스 번호609-06-3

상품명:L-xylose

CBNumberCB0357344

분자식C5H10O5

포뮬러 무게150.13

MOL 파일609-06-3.mol

화학적 성질

녹는점	150-152 °C(lit.)
끓는 점	191.65°C (rough estimate)
밀도	1.525
굴절률	-20 ° (C=10, H2O)
저장 조건	Keep in dark place,Sealed in dry,Room Temperature
용해도	H₂O: 0.1 g/mL, 투명, 무색
산도 계수 (pKa)	12.46±0.20(Predicted)
물리적 상태	결정성 분말
색상	흰색에서 황백색까지
optical activity	[α]24/D 18.7°, c = 4 in H2O
수용성	거의 투명하게
감도	Hygroscopic
BRN	1723080
InChIKey	SRBFZHDQGSBBOR-VVZXFQNISA-N
LogP	-2.390 (est)
CAS 데이터베이스	609-06-3(CAS DataBase Reference)
EPA	L-Xylose (609-06-3)

위험 및 안전 성명

위험품 표기

위험 카페고리 넘버

36/37/38

안전지침서

24/25-36-26

WGK 독일

F 고인화성물질

3-10

TSCA

Yes

HS 번호

29400000

NFPA 704:

	1
1		0

그림문자(GHS)

L-xylose 화학적 특성, 용도, 생산

화학적 성질
L-Xylose is a white fine crystalline powder. It is an aldopentose that has a molecular formula C5H10O5 and a molar mass of 150.13 g/mol. The structure of L-xylose is presented in Figure 1. The optical rotations of D- and L-xylose are α20D = -18.6° and α20D = +18.6°, respectively (Fischer and Ruff, 1900). L-Xylose can exist in open chain form, as a pyranose or as a furanose. The relative concentrations of different stereoisomers have not been specified for L-xylose. However, for D-xylose the distribution of different forms in water are: 36.5% α-pyranose, 6% β-pyranose and less than 1 % in open chain and furanose form (Pastinen, 2000). Most likely L-xylose acts similarly to its enantiomer, and thus pyranose rings are predominant.

Figure 1. Structure of L-xylose A) as a Fischer projection, B) as a ball and stick model in acyclic form and C) as a ball and stick model in pyranose ring form.
용도
L-Xylose is used in the synthesis of L-Xylose derivatives as selective sodium-dependent glucose cotransporter 2 (SGLT2) inhibitors for the treatment of type 2 diabetes.
정의
ChEBI: Aldehydo-L-xylose is a xylose of ring-opened form having L-configuration.
주요 응용
l-Xylose is a suitable starting material for the production of L-ribonucleosides. L- Xylose can be converted into an L-ribose derivative via oxidation and reduction steps. This product is then glycosylated to give L-ribonucleosides: L-uridine, L-cytidine, L- adenosine and L-guanosine (Moyroud and Strazewski, 1999; Chelain et al., 1995).
L-Xylose can also be used as a starting material for the production of polyhydroxypyrrolidines and related analogues. These compounds have many biological activities. They are shown to have anti-HIV effects, inhibit tumor growth, and also act as ?- and ?-glucosidase inhibitors, which is of relevance for the development of diabetes drugs (Behr and Guillerm, 2007).
제조 방법
L-Xylose can be produced from L-xylulose by isomerization. This can be achieved either enzymatically or chemically under alkaline conditions. The equilibrium of the reaction between D-xylose and D-xylulose in an aqueous solution has been determined at pH 6.8-7.4 and at 25 °C to be 85:15 in favor of D-xylose (Tewari et al., 1985).

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