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meso-エリトリトール

meso-エリトリトール 化学構造式
149-32-6
CAS番号.
149-32-6
化学名:
meso-エリトリトール
别名:
meso-エリトリトール;エリトリトール;フィシット;L-エリトリトール;(2S,3R)-ブタン-1,2,3,4-テトラオール;(2R,3S)-1,2,3,4-ブタンテトラオール;エリスリトール;二ひ酸三コバルト八水和物;D-エリトリトール;meso-エリスリトール;エリトリット;エリスライト;meso-1,2,3,4-ブタンテトラオール;エリスリト-ル;1,2,3,4-ブタンテトロール;2R,3S-1,2,3,4-ブタンテトロール;MESO‐エリスリトール;MESO-エリトリトール標準品;I-エリトリトール;meso-エリトリトール, 99%
英語化学名:
Erythritol
英語别名:
Phycite;Paycite;tetritol;Erythrit;Phycitol;Phytcite;Erithrite;ERYTHRITE;erythrine;Erythritol
CBNumber:
CB6258854
化学式:
C4H10O4
分子量:
122.12
MOL File:
149-32-6.mol

meso-エリトリトール 物理性質

融点 :
118-120 °C(lit.)
沸点 :
329-331 °C(lit.)
比重(密度) :
1,451 g/cm3
屈折率 :
1.4502 (estimate)
FEMA :
4819 | ?ERYTHRITOL
闪点 :
329-331°C
貯蔵温度 :
−20°C
溶解性:
H2O: 0.1 g/mL, clear to almost clear, colorless
外見 :
Crystalline Powder or Crystals
酸解離定数(Pka):
13.9(at 25℃)
色:
White to off-white
水溶解度 :
soluble
Merck :
14,3675
BRN :
1719753
安定性::
Stable. Incompatible with strong oxidizing agents.
InChIKey:
UNXHWFMMPAWVPI-ZXZARUISSA-N
CAS データベース:
149-32-6(CAS DataBase Reference)
NISTの化学物質情報:
2(r),3(s)-1,2,3,4-Butanetetrol(149-32-6)
EPAの化学物質情報:
1,2,3,4-Butanetetrol, (2R,3S)-rel-(149-32-6)

安全性情報

主な危険性  Xi
Rフレーズ  36/37/38
Sフレーズ  26-36
WGK Germany  3
RTECS 番号 KF2000000
3-10
TSCA  Yes
HSコード  29054910
毒性 LD50 in male, female rats (g/kg): 6.6, 9.6 i.v.; >16, >16 s.c.; 13.1, 13.5 orally (Munro)
化審法 (2)-3651

meso-エリトリトール 価格 もっと(29)

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) W01AFAA15813 meso-エリトリトール, 99%
meso-Erythritol, 99%
149-32-6 25g ¥10490 2018-12-26 購入
富士フイルム和光純薬株式会社(wako) W01AFAA15813 meso-エリトリトール, 99%
meso-Erythritol, 99%
149-32-6 100g ¥31360 2018-12-26 購入
東京化成工業 E0021 meso-エリトリトール >99.0%(HPLC)(T)
meso-Erythritol >99.0%(HPLC)(T)
149-32-6 25g ¥5800 2018-12-04 購入
東京化成工業 E0021 meso-エリトリトール >99.0%(HPLC)(T)
meso-Erythritol >99.0%(HPLC)(T)
149-32-6 100g ¥16100 2018-12-04 購入
関東化学株式会社(KANTO) 11782-2A meso‐エリスリトール 99%
meso‐Erythritol 99%
149-32-6 100g ¥30400 2018-12-13 購入

meso-エリトリトール MSDS


Erythritol

meso-エリトリトール 化学特性,用途語,生産方法

外観

白色~ほとんど白色, 結晶~結晶性粉末

定義

本品は、次の化学式で表される四価アルコールである。

溶解性

水に極めて溶けやすく、エタノールに溶け、アセトンにほとんど溶けない。

用途

エリスリトールは糖アルコールに分類される甘味料で、果実やキノコの他、ワイン?清酒などの発酵食品に含まれている天然の糖質です。

用途

糖研究用、甘味料研究用。

化粧品の成分用途

保湿.湿潤剤、保水剤

効能

甘味料

特徴

  • カロリーゼロ
  • 非う蝕性
  • 血糖値,インスリン濃度を上げない
  • 味質を改善する(高甘味度甘味料との組み合わせ相性がよい)
  • 甘味度は砂糖の約75%
  • 大きな冷涼感が得られる
  • 吸湿性が低く取り扱いが容易
  • 緩下作用が小さい

化学的特性

white crystals or powder

化学的特性

Erythritol (meso-erythritol, meso-1,2,3,4-Tetrahydroxybutan) has been known for a long time. Its potential use as a bulk sweetener was, however, recognized rather late.
Erythritol is a natural constituent of several foods and beverages in levels sometimes exceeding 1 g/kg. Its solubility in water is approximately 370 g/L at room temperature and increases with increasing temperature. Erythritol melts at 121 C and is stable up to more than 160 C and in a pH range from 2 to 10. Depending on the concentration used, erythritol is approximately 60 % as sweet as sucrose. It is noncariogenic and not metabolized in the human body which means that it is more or less calorie-free.
In the European Union, erythritol is approved as E 968 for a large number of food applications. It is GRAS in the United States and also approved in many other countries.

化学的特性

Erythritol is a sugar alcohol (polyol) that occurs as a white or almost white powder or granular or crystalline substance. It is pleasant tasting with a mild sweetness approximately 60–70% that of sucrose. It also has a high negative heat of solution that provides a strong cooling effect.

使用

Erythritol is a sweetener (polyol) manufactured by fermentation of glucose, the glucose-rich substrate being obtained by the enzymatic hydrolysis of starch. it is 60–70% as sweet as sugar, has excellent heat and acid stability, a high digestive tolerance, and a caloric value of 0.2 kcal/g. it is the only polyol produced by fermentation. it can be used as a sugar replacement in confectioneries, beverages, and desserts.

使用

Non-nutritive sweetener in beverages.

使用

non-cariogenic, low-calorie (0.4 kcal/g) sweetener

定義

ChEBI: The meso-diastereomer of butane-1,2,3,4-tetrol.

調製方法

Erythritol is a starch-derived product. The starch is enzymatically hydrolyzed into glucose which is turned into erythritol via a fermentation process, using osmophilic yeasts or fungi (e.g. Moniliella pollinis, or Trichosporonoides megachiliensis).

Biotechnological Production

The synthesis of erythritol is rather difficult. One of the possibilities is the catalytic reduction of tartaric acid with Raney nickel, which does, however, also produce threitol, a diastereomere of erythritol that requires separation of both. Threitol may be isomerized which increases the yields of erythritol. Another chemical synthesis starts from butane-2-diol-1.4 which is reacted with chlorine in aqueous alkali to yield erythritol-2-chlorohydrin and can be hydrolyzed with sodium carbonate solution. Synthesis from dialdehyde starch in the presence of a nickel catalyst at high temperatures is also possible.
Owing to the special physiological properties of erythritol, commercial interest increased with the discovery of an increasing number of microorganisms able to produce this substance. Today, the commercial production of erythritol is apparently only based on fermentation.
Erythrytitol fermentations mostly use osmophilic yeasts. Based on regulatory submissions for commercial production, T. megachiliensis, M. pollinis, and Y. lipolytica are used. It is also claimed that P. tsukubaensis and Aureobasidium sp. are used for commercial production.
Erythritol-producing microorganisms often produce other polyols such as ribitol. Nevertheless, some strains had a rather high yield of erythritol. A two-step fermentation of C. magnoliae on 400 g/L glucose resulted in a 41 % conversion rate and a productivity of 2.8 g/Lh. M. pollinis cultivated on glucose and several nitrogen sources yielded erythritol concentrations up to 175 g/L with a conversion rate of 43 %. Oxygen limitation resulted in ethanol formation, and nitrogen limitation in strong foaming. A mutant gave even better yields. Aerobically on glucose cultured P. tsukubaensis KN 75 produced 245 g/L of erythritol with an especially high yield of 61 %. The productivity was 2.86 g/Lh. Scale-up from 7-L laboratory fermenter to 50,000-L industrial scale resulted in productivities similar to the laboratory value.

応用例(製薬)

Erythritol is a naturally occurring noncariogenic excipient used in a variety of pharmaceutical preparations, including in solid dosage forms as a tablet filler, and in coatings. It has also been investigated for use in dry powder inhalers.It is also used in sugar-free lozenges,and medicated chewing gum.
Erythritol can also be used as a diluent in wet granulation in combination with moisture-sensitive drugs. In buccal applications, such as medicated chewing gums, it is used because of its high negative heat of solution which provides a strong cooling effect.
Erythritol is also used as a noncaloric sweetener in syrups; it is used to provide sensorial profile-modifying properties with intense sweeteners; and it is also used to mask unwanted aftertastes.
Erythritol is also used as a noncariogenic sweetener in toothpastes and mouthwash solutions.

安全性

Erythritol is used in oral pharmaceutical formulations, confectionery, and food products. It is generally regarded as a nontoxic, nonallergenic, and nonirritant material. However, there has been a case report of urticaria caused by erythritol.
The low molecular weight of erythritol allows more than 90% of the ingested molecules to be rapidly absorbed from the small intestine; it is not metabolized and is excreted unchanged in the urine. Erythritol has a low caloric value (0.8 kJ/g). The WHO has set an acceptable daily intake of ‘not specified’ for erythritol.
Erythritol is noncariogenic; preliminary studies suggest that it may inhibit the formation of dental plaque.
In general, erythritol is well-tolerated; furthermore, excessive consumption does not cause laxative effects. There is no significant increase in the blood glucose level after oral intake, and glycemic response is very low, making erythritol suitable for diabetics.
LD50 (mouse, IP): 8–9 g/kg
LD50 (rat, IV): 6.6 g/kg
LD50 (rat, oral): >13 g/kg

貯蔵

Erythritol has very good thermal and chemical stability. It is nonhygroscopic, and at 25°C does not significantly absorb additional water up to a relative humidity (RH) of more than 80%. Erythritol resists decomposition both in acidic and alkaline media and remains stable for prolonged periods at pH 2–10.(10) When stored for up to 4 years in ambient conditions (20°C, 50% RH) erythritol has been shown to be stable.

純化方法

meso-Erythritol crystallises from distilled water or absolute EtOH and is dried at 60o in a vacuum oven. It sublimes at 110o in a high vacuum. It is optically inactive. [Jeans & Hudson J Org Chem 20 1565 1955, IR: Kuhn Anal Chem 22 276 1950, Beilstein 1 IV 2807.]

不和合性

Erythritol is incompatible with strong oxidizing agents and strong bases.

規制状況(Regulatory Status)

GRAS listed. Accepted for use as a food additive in Europe.

meso-エリトリトール 上流と下流の製品情報

原材料

準備製品


meso-エリトリトール 生産企業

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149-32-6(meso-エリトリトール)キーワード:


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  • meso-エリトリトール
  • エリトリトール
  • フィシット
  • L-エリトリトール
  • (2S,3R)-ブタン-1,2,3,4-テトラオール
  • (2R,3S)-1,2,3,4-ブタンテトラオール
  • エリスリトール
  • 二ひ酸三コバルト八水和物
  • D-エリトリトール
  • meso-エリスリトール
  • エリトリット
  • エリスライト
  • meso-1,2,3,4-ブタンテトラオール
  • エリスリト-ル
  • 1,2,3,4-ブタンテトロール
  • 2R,3S-1,2,3,4-ブタンテトロール
  • MESO‐エリスリトール
  • MESO-エリトリトール標準品
  • I-エリトリトール
  • meso-エリトリトール, 99%
  • エリトロース
  • 生化学
  • 糖アルコール
  • 甘味料
  • 血管拡張作用
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