基本情報
- CAS
70280-03-4- 標準SMILES
CC(=O)N[C@H]1[C@H](O[C@@H]([C@H](O[C@H](C)C(=O)N[C@@H](C)C(=O)N[C@H](CCC(=O)O)C(N)=O)[C@H](C=O)NC(C)=O)[C@H](O)CO)O[C@H](CO)[C@@H](O)[C@@H]1O- InChIKey
JPBBNLWRCVBGJS-KCAUTNRHSA-N- 分子式
- C27H45N5O16
- 平均分子量
- 695.7 g/mol
- 単同位体質量
- 695.28613036
概要
Glucosaminylmuramyl dipeptide is a dipeptide.
名称と識別子
- 優先名称
- Gmdp
- IUPAC
- (4R)-4-[[(2S)-2-[[(2R)-2-[(2R,3R,4R,5R)-2-acetamido-4-[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6-dihydroxy-1-oxohexan-3-yl]oxypropanoyl]amino]propanoyl]amino]-5-amino-5-oxopentanoic acid
- 現地名
- GMDP
- 英語名
- GMDP
- 分子式
- C27H45N5O16
- 分子量
- 695.67
名称と別名
70280-03-4Acetylglucosaminyl-amaigGlcnac-amaigN-Acetylglucosaminyl-mdpN-Acetyl-beta-D-glucosaminyl-N-acetylmuramyl-L-alanyl-D-isoglutamineN-acetyl-beta-glucosaminyl-N-acetylmuramyl-alanylisoglutamineN-Acetyl-beta-glucosaminyl-N-acmu-ala-iso-glnN-Acetyl-beta-glucosaminyl-N-acetylmuramyl dipeptideN-Acetylglucosaminyl (beta1-4) acetylmuramyl-L-alanyl-D-isoglutamineD-alpha-Glutamine, N2-(N-(2-(acetylamino)-4-O-(2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl)-2-deoxymuramoyl)-L-alanyl)-D-alpha-Glutamine, N2-(N-(N-acetyl-4-O-(2-(acetylamino)-2-deoxy-beta-D-glucopyranosyl)muramoyl)-L-alanyl)-RefChem:162584
名称をさらに表示
(4R)-4-カルバモイル-4-[(2S)-2-[(2R)-2-{[(3R,4R,5S,6R)-3-アセトアミド-5-{[(2S,3R,4R,5S,6R)-3-アセトアミド-4,5-ジヒドロキシ-6-(ヒドロキシメチル)オキサン-2-イル]オキシ}-2-ヒドロキシ-6-(ヒドロキシメチル)オキサン-4-イル]オキシ}プロパンアミド]プロパンアミド]ブタン酸N2-[N-[4-O-(2-アセチルアミノ-2-デオキシ-β-D-グルコピラノシル)-N-アセチルムラモイル]-L-Ala-]-D-αGln-OHN-[N-アセチル-4-O-[2-(アセチルアミノ)-2-デオキシ-β-D-グルコピラノシル]ムラモイル]-L-Ala-D-Glu-NH2
物性
構造計算による物性
- XLogP
- -6.2
- 極性表面積
- 343 Ų
- 水素結合供与体数
- 11
- 水素結合受容体数
- 16
- 回転可能結合数
- 20
- 重原子数
- 48
- 形式電荷
- 0
- 複雑度
- 1,140
物理化学的性質
- 沸点
- 1270.07 · 1270.070±65.00 °C(Press: 760.00 Torr)(predicted)
- 比重(密度)
- 1.476 · 1.476±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- 貯蔵温度
- 20 °C · −20°C
- 酸解離定数(Pka)
- 4.442 · 4.442±0.10(predicted)
安全と法規制
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。
安全データ
- wgk
- 3
- rtecs
- MA2275230
- risk_code
- 20/21/22
- hazard_code
- Xn
- safety_code
- 36/37
化学と産業
薬理情報
MeSH Pharmacological Classification
Substances that augment, stimulate, activate, potentiate, or modulate the immune response at either the cellular or humoral level. The classical agents (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contain bacterial antigens. Some are endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Their mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy of many biological response modifiers is related to their antigen-specific immunoadjuvanticity.
応用分野
説明N-acetyl-β-D-glucosaminyl-( 1→4)-N-acetylmuramyl-L-alanyl-D-isoglutamine was launched in Russia for hospital-related infections, psoriasis, cervical precancerous lesions and ophthalmic keratitis caused by herpes. It was found to be less pyrogenic than MDP, the minimally active component of Freund's complete adjuvant. While chemical synthesis is possible, a less laborious method (3 steps) involves the enzymatic degradation of a bacterial peptidoglycan. GDMP is orally active with a low toxicity that acts as an adjuvant to highly purified protein antigens to stimulate the induction of CD8* T-cell response. It was also able to reduce the levels of TNF-α, IL-1α and hypoglycemia induced by LPS administration and to inhibit systemic response to endotoxin.
サプライヤー3 社
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
常州翔龙医药科技有限公司18915873328 18915873328 · [email protected]
南京肽业生物科技有限公司025-58361106-805 15951641583 · [email protected]
関連反応
0 件
現在のフィルター条件では反応記録がありません。
化合物ノート
読み込み中…