D-Glutamic Acid (HCID 23327)

概要

D-glutamic acid is an optically active form of glutamic acid having D-configuration. It has a role as a mouse metabolite and an Escherichia coli metabolite. It is a D-alpha-amino acid and a glutamic acid. It is a conjugate acid of a D-glutamate(1-). It is an enantiomer of a L-glutamic acid.

名称と識別子

優先名称: D-Glutamic Acid
IUPAC: (2R)-2-aminopentanedioic acid
現地名: D-グルタミン酸
英語名: D(-)-Glutamic acid
分子式: C5H9NO4
分子量: 147.13

名称と別名

D-glutamic acid6893-26-1(2R)-2-aminopentanedioic acidD-glutamateD-GluD-Glutaminic acidD-2-Aminoglutaric acidDTXSID1048675Q479989WEADTXCID1028601CHEBI:15966NSC-77686

名称をさらに表示

D-グルタミン酸(-)-D-グルタミン酸(R)-2-アミノペンタン二酸(-)-グルタミン酸(R)-2-アミノグルタル酸(2R)-2-アミノグルタル酸Dグルタミン酸D‐グルタミン酸D-GLUCURONOLACTONEd-glutamic(R)-GLUTAMIC ACID(R)-2-Aminoglutaric acid, (R)-2-Aminopentanedioic acid, D-Glu, R-(-)-1-Aminopropane-1,3-dicarboxylic acidNSC 77686

(-)-Glutamic acidD Glutamateglutamic acid d-RefChem:583854(2R)-2-azaniumyl-5-hydroxy-5-oxopentanoate230-000-8H-D-Glu-OH(R)-2-aminopentanedioic acid

データベース識別子

CAS: 6893-26-1
PubChem CID: 23327
DTXSID: DTXSID1048675
ChEMBL: CHEMBL76232
ChEBI: CHEBI:15966
UNII: Q479989WEA
EC Number: 230-000-8
Nikkaji: J9.214B

物性

構造計算による物性

XLogP: -3.7
極性表面積: 101 Å²
水素結合供与体数: 3
水素結合受容体数: 5
回転可能結合数: 4
重原子数: 10
形式電荷: 0
複雑度: 145

実験および物理化学的性質

Chemical ClassesBiological Agents -> Amino Acids and Derivatives

DrugsPharmaceuticals -> Listed in ZINC15

Solubility8.88 mg/mL at 25 °C

Melting Point201 °C

Physical Description · 2 件

Shinny solid; [Merck Index] White crystalline powder; [Alfa Aesar MSDS]

Solid

物理化学的性質

融点: 200 · 200-202 °C (subl.)(lit.)
比旋光度: -31.3 · -31.3 º (c=10, 2 N HCl)
沸点: 267.21 °C · 267.21°C (rough estimate)
比重(密度): 1.538 · 1.5380
屈折率: 1.421 · 1.4210 (estimate)
貯蔵温度: Keep in dark place,Sealed in dry,Room Temperature
溶解性: 水（少々）
酸解離定数(Pka): 1 · pK1:2.162(＋1);pK2:4.272(0);pK3:9.358(－1) (25°C)
外見: 粉
色: ホワイトからオフホワイト
水溶解度: 7 g/L · 7g/L(20℃)
Merck: 14 · 14,4469
BRN: 1723800 · 1723800
InChI: 1S/C5H9NO4/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m1/s1
InChIKey: WHUUTDBJXJRKMK-GSVOUGTGSA-N
SMILES: N[C@H](CCC(O)=O)C(O)=O
LogP: -0.969 · -0.969 (est)
CAS データベース: 6893 · 6893-26-1(CAS DataBase Reference)
NISTの化学物質情報: D-Glutamic acid(6893-26-1)
EPAの化学物質情報: D-Glutamic acid (6893-26-1)

化学的性質

化学的特性White cryst. powder

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 83.3% (5 of 6) of all reports.

Warning

H315 (16.7%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 6 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory InformationD-Glutamic acid: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryMay cause irritation; [Alfa Aesar MSDS]

Hazard Classes and CategoriesSkin Irrit. 2 (16.7%)

安全データ

F: 10
wgk: 3
tsca: TSCA listed
hs_code: 29224200
risk_code: 36/37/38
化審法: (9)-1573 届出不要化学物質
hazard_code: Xi
safety_code: 24/25-36-26
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

Tissue LocationsEpidermis

Cellular LocationsCytoplasm

用途と製造

UsesGlutamic acid is a non-essential amino acid and excitatory neurotransmitter; Used as a nutritional supplement; [Merck Index]

General Manufacturing InformationD-Glutamic acid: ACTIVE

応用分野 · 3 件

用途シグナル伝達研究用。

使用D-Glutamic Acid is the unnatural (R)-enantiomer of Glutamic Acid, a non-essential amino acid. Its salt form (glutamate) is an important neurotransmitter that plays a key role in long-term potentiation and is important for learning and memory. Glutamic Acid is also a key molecule in cellular metabolism.

一般的な説明D-Glutamic acid is an essential constituent of the bacterial peptidoglycan structure. It is added to UDP-N-acetylmuramyl-L-alanine (UDP-MurNAc-L-alanine) by the enzyme D-glutamic acid-adding enzyme (murD). This is, then, incorporated into the peptidoglycan precursor. Peptidoglycan makes up the cell walls of Gram-positive and -negative bacteria. The conversion of L-glutamate to D-glutamate by glutamate racemase (GR) enzyme is an essential step in the synthesis of peptidoglycan.

上流・下流製品情報

上流原料

下流製品

(R)-5-(ヒドロキシメチル)-2-ピロリジノン D-ピログルタミン酸 α-ケトブタン酸 4-メチル-2-オキソ吉草酸 2-オキソグルタル酸 L-ロイシン

サプライヤー50 社

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T&W GROUP021-61551611 13296011611 · [email protected]

補足説明

定義ChEBI: An optically active form of glutamic acid having D-configuration.

D-グルタミン酸

基本情報

概要