D-Galactose
10257-28-0OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@H]1OWQZGKKKJIJFFOK-SVZMEOIVSA-ND-galactopyranose is a galactopyranose having D-configuration. It has a role as a mouse metabolite and an Escherichia coli metabolite. It is a D-galactose and a galactopyranose.
10257-28-0、26566-61-0、59-23-4DTXSID001015860CHEMBL195923、CHEMBL6067641CHEBI:4139142.39 Ų [M+Na]+ [CCS Type: DT; Method: stepped-field]
142.1 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
141.9 Ų [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
136 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine]
安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。
This chemical does not meet GHS hazard criteria for 100% (180 of 180) of all reports.
Not Classified
Aggregated GHS information provided per 180 reports by companies from 2 notifications to the ECHA C&L Inventory.
Warning
H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)
Chemical: D-Galactose
D-Galactopyranose: Does not have an individual approval but may be used under an appropriate group standard
D-Galactose: Does not have an individual approval but may be used under an appropriate group standard
Teratogenicity observed in rats at 55% of the diet; [Shepard's Catalog of Teratogenic Agents] Causes changes in motor activity, decreased cellular immune response, other liver changes, inflammation, other degenerative changes to brain and coverings, multiple enzyme effects, effects on lipids (including transport), changes in both tubules and glomeruli, and depressed renal function tests in acute subcutaneous studies of mice; [RTECS] May cause irritation; [Sigma-Aldrich MSDS]
Not Classified
Eye Irrit. 2A (100%)
V - Various
QV - Various
Galactose is a naturally occurring monosaccharide that forms the disaccharide lactose when combined with glucose (another monosaccharide). Subsequently, when lactose or small amounts of free galactose found in various common dairy products (and other foods) are consumed, the hydrolysis of lactose to glucose and galactose occurs and galactose is itself further metabolized to generate glucose. Such glucose is, of course, ultimately relied upon and used as the primary metabolic fuel for humans in a variety of biological reactions. Conversely, however, the ways in which galactose is commonly used in therapeutic agents generally do not rely upon such pharmacodynamics, even though they ultimately remain the most important ways in which galactose exerts or elicits useful biological actions for the human body.
In the development of typhoid Ty21a live oral vaccine, the use of exogenous galactose is critical. When dealing with Salmonella typhimurium, it has been shown that rough strains with incomplete lipopolysaccharide (LPS) lacking O-specific side chains are much less virulent than smooth strains with complete LPS with O-specific side chains. Salmonella typhimurium gal E mutants used to produce the vaccine are effectively avirulent and highly protective but lack the specific UDP-galactose 4-epimerase enzyme which allows for the normal synthesis of UDP-galactose from UDP-glucose. The consequence of this mutant defect is that the gal E mutants can only generate incomplete LPS without O-specific antigen side chains, which are not capable enough as the complete LPS with O-specific side chains at generating an immunologic response. When exogenous galactose is added to the vaccine medium, however, it allows the mutants to generate UDP-galactose via galactose 1-phosphate. This ultimately allows the mutants to form smooth-type LPS with O-specific side chains. Regardless, the mutant's epimerase defect ultimately results in the accumulation of such intermediary products like galactose 1-phosphate and UDP-galactose, which consequently causes lysis of the mutant cells. The resultant vaccine is subsequently effective enough to elicit an immunologic response while the bacteriolysis prevents the mutant cells from regaining virulence under conditions where smooth type LPS similar to the active parental strain is synthesized. Galactose is also an essential element to the chemical structure of the commonly used laxative solution lactulose. Lactulose itself is a synthetic disaccharide that is made in parts from lactose, galactose, and various other sugars. It is poorly absorbed from the gastrointestinal tract and no enzyme capable of hydrolysis of lactulose is present in human gastrointestinal tissue. Oral doses of lactulose subsequently arrive at the colon largely unchanged. At the colon, lactulose is finally broken down predominantly to lactic acid, and also small amounts of formic and acetic acids by the action of colonic bacteria, which results in an increase in osmotic pressure and slight acidification of the colonic contents. This action consequently causes an increase in stool water content and softens the stool for a laxative effect.
読み込み中…
The primary pathway for galactose metabolism is called the Leloir pathway, so named after Luis Federico Leloir. The initial stage of this pathway is the conversion of beta-D-galactose to alpha-D-galactose by the enzyme galactose mutarotase (GALM). The pathway then performs the conversion of alpha-D-galactose to UDP-glucose by way of three principal enzymes and their reactions: galactokinase (GALK) phosphorylates alpha-D-galactose to galactose-1-phosphate (Gal-1-P); galactose-1-phosphate uridyltransferase (GALT) transfers a UMP group from UDP-glucose to Gal-1-P to form UDP-galactose; and finally, UDP galactose-4-epimerase (GALE) interconverts UDP-galactose and UDP-glucose, which completes the pathway.
The absorption of galactose from the human jejunum was calculated to be 1.0 g per minute per 30 cm of the gut.
The primary route of elimination for galactose is hepatic.
It has been documented that galactose distributes in a volume equivalent to 40% of body weight.
In subjects with no liver disease, systemic galactose clearance was calculated to be 1.5 +/- 0.1 L/min.
CIR ingredient: Galactose
Component of many oligo- and polysaccharides in pectins, gums, and mucilages; Used in determination of hepatic function; [Merck Index]
Use (kg; approx.) in Germany (2009): >25
D-Galactose: ACTIVE
Galactose: ACTIVE
解説D-ガラクトースはラクトースを酸で加水分解すると得られる。すなわち、加水分解物を濃縮して冷蔵庫中に放置すれば、D-ガラクトースの結晶が生ずる。生理的に重要な糖の一つで、ラクトースの構成成分であるばかりでなく、脳や神経組織に多量に分布する糖脂質など、これを構成成分とする化合物は広く存在する。たとえば、ABO式の血液型を決定しているのは、赤血球表面の糖タンパク質や糖脂質である。B型の赤血球の場合、血液型の糖鎖の端はガラクトースである。このガラクトースをα(アルファ)-ガラクトシダーゼという酵素で切り離してしまうと、赤血球はB型の性質を失い、O型の性質を示すようになる。生体内に取り込まれたガラクトースは、ガラクトース-1-リン酸ウリジルトランスフェラーゼという酵素の働きでUDP(ウリジン二リン酸)-ガラクトースになり、いろいろと利用される。この酵素が遺伝的に欠けていると、ガラクトースが利用されずに血液中に蓄積され、知能の低下などを引き起こす。この疾患をガラクトース血症とよぶ。D型はD-グルコースとともに乳糖の構成成分である。また脳に含まれる糖脂質(セレブロシドやガングリオシド)やそのほか細胞膜構成糖タンパク質の成分でもある。人間の体内でグルコースから合成されるが、乳幼児では脳成分合成のため、ミルク中の乳糖の形で供給される。体内でグルコースに変わり、カロリー源として利用される。植物や微生物の細胞壁や細胞膜の構成多糖類中にも含まれるが、このときL型とD型が存在する。
解説C6H12O6(180.16).セレブロースともいう.重要なアルドヘキソースの一種.D-ガラクトースはまれに遊離状態で天然に存在するが,一般には,二糖類のラクトースをはじめ,多くのオリゴ糖類(ラフィノース,スタキオース,メリビオースなど),多糖類(ガラクタン),配糖体,糖脂質(ガラクトリピド,セレブロシド),糖タンパク質などの構成成分として存在する.通常,ラクトースを酸で加水分解し,副生するD-グルコースを酵母で発酵させて除き,D-ガラクトースを得るが,D-リキソースからのシアノヒドリン合成,そのほかにより,化学的にも合成される.生体内では,D-ガラクトースをD-グルコースが,それらのリン酸エステルを経て相互変換することが知られている."水中での組成は,α-D-ピラノース30%,β-D-ピラノース64%,α-D-フラノース2.5%,β-D-フラノース3.5%,直鎖アルデヒド0.02% となる.α-D-体は融点167 ℃(一水和物118~120 ℃).[α]D+150.7→80.2°(水).β-D-体は融点143~145 ℃.[α]D+52.8→80.2°(水).水に易溶,アルコール類に難溶.弱い甘味を示す.還元糖としての一般的な性質を示す.L-ガラクトースは寒天などの海草多糖類にD-体とともに含まれている.DL-ガラクトースを得たのち,D-ガラクトースだけを適応酵母で発酵させて除き,L-ガラクトースを得る.融点163~165 ℃.[α]D-78°(水).[CAS 26566-61-0][CAS 59-23-4:D-体][CAS 15572-79-9:L-体]森北出版「化学辞典(第2版)
使用Diagnostic aid (ultrasound contrast medium).
定義A SUGAR found in lactose and many polysaccharides. It is an aldohexose, isomeric with glucose.