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N-アセチルノイラミン酸水和物

N-アセチルノイラミン酸水和物 化学構造式
131-48-6
CAS番号.
131-48-6
化学名:
N-アセチルノイラミン酸水和物
别名:
N-アセチルノイラミン酸水和物;セロトニンアンタゴニストNAN;N-アセチルノイラミン酸;2-[4-[4-(2-メトキシフェニル)-1-ピペラジニル]ブチル]イソインドリン-1,3-ジオン;アセチルノイラミン酸;2-[4-[4-(2-メトキシフェニル)-1-ピペラジニル]ブチル]-1H-イソインドール-1,3(2H)-ジオン;N-[4-[4-(2-メトキシフェニル)ピペラジノ]ブチル]フタルイミド;2-[4-[4-(2-メトキシフェニル)ピペラジン-1-イル]ブチル]-2H-イソインドール-1,3-ジオン;O-シアル酸;シアロムシン;アセノイラミン酸;セロトニンきっ抗薬NAN;2-[4-[4-(2-メトキシフェニル)ピペラジン-1-イル]ブチル]イソインドリン-1,3-ジオン;ラクタミン酸;アセニューラミン酸;5-(アセチルアミノ)-3,5-ジデオキシ-D-glycero-D-galacto-2-ノヌロソン酸;1-(2-メトキシフェニル)-4-[4-(1,3-ジオキソイソインドリン-2-イル)ブチル]ピペラジン;シアル酸;アセネウラム酸;5-アセトアミド-3,5-ジデオキシ-D-glycero-D-galacto-ノヌロピラノソン酸
英語化学名:
N-Acetylneuraminic acid
英語别名:
NAN;NANA;NeuAc;NEU5AC;NANA H2O;Sialomucin;SIALIC ACID;Slalic Acid;NANA Hydrate;NANA TYPE VI
CBNumber:
CB6713403
化学式:
C11H19NO9
分子量:
309.27
MOL File:
131-48-6.mol

N-アセチルノイラミン酸水和物 物理性質

融点 :
184-186 °C
沸点 :
449.56°C (rough estimate)
比旋光度 :
-32 º (c=2,water)
比重(密度) :
1.3580 (rough estimate)
屈折率 :
-32 ° (C=1, H2O)
貯蔵温度 :
-20°C
溶解性:
50 g/L (20°C)
外見 :
synthetic, crystalline
酸解離定数(Pka):
2.41±0.54(Predicted)
水溶解度 :
50 g/L (20 ºC)
Sensitive :
Air Sensitive
Merck :
14,8484
BRN :
1716283
安定性::
Stable. Incompatible with strong oxidizing agents.
InChIKey:
SQVRNKJHWKZAKO-PFQGKNLYSA-N
CAS データベース:
131-48-6(CAS DataBase Reference)
EPAの化学物質情報:
Neuraminic acid, N-acetyl- (131-48-6)

安全性情報

主な危険性  Xi
Rフレーズ  36/37/38
Sフレーズ  22-24/25-36-26
WGK Germany  3
3-10-23
Hazard Note  Irritant
TSCA  Yes
HSコード  29329970
化審法 (5)-6979

N-アセチルノイラミン酸水和物 価格 もっと(43)

メーカー 製品番号 製品説明 CAS番号 包装 価格 更新時間 購入
富士フイルム和光純薬株式会社(wako) W01APOOR8154 N-アセチルノイラミン酸
N-Acetylneuraminic acid
131-48-6 5g ¥15400 2021-03-23 購入
富士フイルム和光純薬株式会社(wako) W01APOOR8154 N-アセチルノイラミン酸
N-Acetylneuraminic acid
131-48-6 25g ¥31700 2020-09-21 購入
東京化成工業 A0639 N-アセチルノイラミン酸水和物 >98.0%(T)
N-Acetylneuraminic Acid Hydrate >98.0%(T)
131-48-6 100mg ¥4000 2021-03-23 購入
東京化成工業 A0639 N-アセチルノイラミン酸水和物 >98.0%(T)
N-Acetylneuraminic Acid Hydrate >98.0%(T)
131-48-6 1g ¥10000 2021-03-23 購入
関東化学株式会社(KANTO) 01616-93 N‐アセチルノイラミン酸
N‐Acetylneuraminic acid
131-48-6 10mg ¥3300 2021-03-23 購入

N-アセチルノイラミン酸水和物 MSDS


o-Sialic acid

N-アセチルノイラミン酸水和物 化学特性,用途語,生産方法

外観

白色~わずかにうすい褐色, 結晶性粉末~粉末

定義

本品は、次の化学式で表される有機化合物である。

溶解性

水に溶けやすく、エタノール及びメタノールに溶けにくく、アセトンにほとんど溶けない。

化粧品の成分用途

皮膚コンディショニング剤、皮膚保護剤

効能

筋疾患治療薬

説明

Sialic acid is a generic term for the N- or O-substituted derivatives of neuraminic acid, a monosaccharide with a nine-carbon backbone.It is also the name for the most common member of this group, N- acetylneuraminic acid ( Neu 5Ac or NANA). Sialic acids are found widely distributed in animal tissues and to a lesser extent in other species, ranging from plants and fungi to yeasts and bacteria, mostly in glycoproteins and gangliosides. The amino group generally bears either an acetyl or glycolyl group, but other modifications have been described. The hydroxyl substituents may vary considerably; acetyl, lactyl, methyl, sulfate, and phosphate groups have been found. The term "sialic acid" (from the Greek for saliva, σ?αλον/sialon) was first introduced by Swedish biochemist Gunnar Blix in 1952.

化学的特性

N-acetylneuraminic acid is an N-acyl derivative of neuraminic or acid amino sugar derivative, derived from N-acetylmannosamine and pyruvic acid. It is an important constituent of glycoproteins and glycolipids. N-acetylneuraminic acid occurs in many polysaccharides, glycoproteins, and glycolipids in animals and bacteria.

物理的性質

The numbering of the sialic acid structure begins at the carboxylate carbon and continues around the chain. The configuration which places the carboxylate in the axial position is the alpha-anomer.
The alpha-anomer is the form that is found when sialic acid is bound to glycans, however, in solution it is mainly (over 90 %) in the beta-anomeric form. A bacterial enzyme with sialic acid mutarotase activity, NanM, has been discovered which is able to rapidly equilibrate solutions of sialic acid to the resting equilibrium position of around 90 % beta 10 % alpha.

使用

Carbon 13 labelled analogue of N-Acetylneuraminic acid (A187000).

生合成

In bacterial systems, sialic acids are biosynthesized by an aldolase enzyme. The enzyme uses a mannose derivative as a substrate, inserting three carbons from pyruvate into the resulting sialic acid structure. These enzymes can be used for chemoenzymatic synthesis of sialic acid derivatives.

生物学の機能

Sialic acid-rich glycoproteins (sialoglycoproteins) bind selectin in humans and other organisms. Metastatic cancer cells often express a high density of sialic acid-rich glycoproteins. This overexpression of sialic acid on surfaces creates a negative charge on cell membranes. This creates repulsion between cells (cell opposition) and helps these late-stage cancer cells enter the blood stream.
Sialic acid also plays an important role in human influenza infections.
Many bacteria also use sialic acid in their biology, although this is usually limited to bacteria that live in association with higher animals (deuterostomes). Many of these incorporate sialic acid into cell surface features like their lipopolysaccharide and capsule, which helps them evade the innate immune response of the host.[6] Other bacteria simply use sialic acid as a good nutrient source, as it contains both carbon and nitrogen and can be converted to fructose-6- phosphate, which can then enter central metabolism.
Sialic acid-rich oligo saccharides on the glyco conjugates ( glyco lipids, glyco proteins, proteoglycans) found on surface membranes help keep water at the surface of cells . The sialic acid - rich regions contribute to creating a negative charge on the cells' surfaces. Since water is a polar molecule with partial positive charges on both hydrogen atoms, it is attracted to cell surfaces and membranes. This also contributes to cellular fluid uptake.
Sialic acid can "hide" mannose antigens on the surface of host cells or bacteria from mannose - binding lectin . This prevents activation of complement.
Sialic acid in the form of poly sialic acid is an unusual posttranslational modification that occurs on the neural cell adhesion molecules (NCAMs). In the synapse, the strong negative charge of the polysialic acid prevents NCAM cross-linking of cells.

N-アセチルノイラミン酸水和物 上流と下流の製品情報

原材料

準備製品


N-アセチルノイラミン酸水和物 生産企業

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131-48-6(N-アセチルノイラミン酸水和物)キーワード:


  • 131-48-6
  • 5-(acetylamino)-3,5-dideoxy-d-glycero-d-galacto-2-nonulosonicaci
  • LACTAMINIC ACID
  • 5-ACETAMIDO-3,5-DIDEOXY-D-GLYCERO-D-GALACTO-2-NONU
  • 5-ACETAMIDO-3,5-DIDEOXY-D-GLYCERO-D-GALACTO-2-NONULOSONIC ACID
  • 5-ACETAMIDO-3,5-DIDEOXY-D-GLYCERO-D-GALACTO-NONULOPYRANOSONIC ACID HYDRATE
  • 5-ACETAMIDO-3,5-DIDEOXY-D-GLYCERO-D-GALACTONONULOSONIC ACID
  • 5-ACETAMIDO-3,5-DIDEOXY-D-GLYCERO-D-GALACTONULOSONIC ACID
  • 5-ACETYLAMINO-3,5-DIDEOXY-D-GLYCERO-D-GALACTO-2-NONULOSONIC ACID
  • ACETYLNEURAMINIC ACID, N-
  • N-Acethyl-NeuramiNic acid
  • N-ACETYLNEURAMINIC ACID, SYNTHETIC
  • N-ACETYLNEURAMINIC ACID FROM E. COLI
  • N-ACETYLNEURAMINIC ACID FROM ESCHERICHIA COLI
  • N-ACETYLNEURAMINIC ACID FROM SHEEP SUBMAXILLARY GLAND
  • (-)-N-ACETYLNEURAMINIC ACID, SYNTHETIC, CRYSTALLINE
  • NANA, Sialic Acid
  • N-Acetyl-Neuraminic?Acid?(Sialic?Acid)
  • Acetylneuraminic acid
  • 5-acetamido-3,5-dideoxy-d-glycero-d-galacto-nonulopyranosonic acid
  • 5-acetylamino-2,4-dihydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid
  • N-Acetyl-D-neuraminic acid 97%
  • AceneuramicAcid
  • N-Acetylneuraminic acidfree acid (Neu5Ac)
  • Galactononulosonic acid
  • N-Acetylneuraminic acid >99%
  • NANA, synthetic sialic acid
  • N-ACETYLNEURAMINIC ACID extrapure for biochemistry
  • N-Acetylneuraminic acid from Escherichia coli, Lactaminic acid, NANA, Sialic acid
  • Lactaminic acid, NAN, NANA, Sialic acid, 5-Acetamido-3,5-dideoxy-D-glycero-D-galactononulosonic acid
  • (2S,4S,5R,6R)-5-Acetamido-2,4-dihydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid
  • N-アセチルノイラミン酸水和物
  • セロトニンアンタゴニストNAN
  • N-アセチルノイラミン酸
  • 2-[4-[4-(2-メトキシフェニル)-1-ピペラジニル]ブチル]イソインドリン-1,3-ジオン
  • アセチルノイラミン酸
  • 2-[4-[4-(2-メトキシフェニル)-1-ピペラジニル]ブチル]-1H-イソインドール-1,3(2H)-ジオン
  • N-[4-[4-(2-メトキシフェニル)ピペラジノ]ブチル]フタルイミド
  • 2-[4-[4-(2-メトキシフェニル)ピペラジン-1-イル]ブチル]-2H-イソインドール-1,3-ジオン
  • O-シアル酸
  • シアロムシン
  • アセノイラミン酸
  • セロトニンきっ抗薬NAN
  • 2-[4-[4-(2-メトキシフェニル)ピペラジン-1-イル]ブチル]イソインドリン-1,3-ジオン
  • ラクタミン酸
  • アセニューラミン酸
  • 5-(アセチルアミノ)-3,5-ジデオキシ-D-glycero-D-galacto-2-ノヌロソン酸
  • 1-(2-メトキシフェニル)-4-[4-(1,3-ジオキソイソインドリン-2-イル)ブチル]ピペラジン
  • シアル酸
  • アセネウラム酸
  • 5-アセトアミド-3,5-ジデオキシ-D-glycero-D-galacto-ノヌロピラノソン酸
  • 5-アセトアミド-3,5-ジデオキシ-D-glycero-D-galacto-ノヌロピラノソン酸水和物
  • (4S,5R,6R,7S,8R)-5-アセトアミド-4,6,7,8,9-ペンタヒドロキシ-2-オキソノナン酸
  • N‐アセチルノイラミン酸
  • アセチルノイラミン酸, N-
  • アセノイラミン酸 (JAN)
  • シアル酸
  • 生化学
  • 糖酸
  • セロトニン拮抗薬
  • 代謝産物
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