D-Pyroglutamic acid (HCID 439685)

概要

5-oxo-D-proline is the D-enantiomer of 5-oxoproline. It has a role as a metabolite. It is a 5-oxoproline and a D-proline derivative. It is a conjugate acid of a 5-oxo-D-prolinate. It is an enantiomer of a 5-oxo-L-proline.

名称と識別子

優先名称: D-Pyroglutamic acid
IUPAC: (2R)-5-oxopyrrolidine-2-carboxylic acid
現地名: D-ピログルタミン酸
英語名: D-Pyroglutamic acid
分子式: C5H7NO3
分子量: 129.11

名称と別名

D-Pyroglutamic acid4042-36-85-oxo-D-proline(2R)-5-oxopyrrolidine-2-carboxylic acidD-Proline, 5-oxo-D-Pidolic acid(+)-Pyroglutamic acid(+)-Pidolic acidD-5-Pyrrolidone-2-carboxylic acidD-5-OxoprolineEINECS 223-735-0CHEBI:16924

名称をさらに表示

D-ピログルタミン酸D‐ピログルタミン酸(R)-(+)-2-ピロリドン-5-カルボン酸(R)-2-ピロリドン-5-カルボン酸(R)-5-オキソピロリジン-2-カルボン酸D-グルタミン酸ラクタム(R)‐(+)‐2‐ピロリドン‐5‐カルボン酸(2R)-5-オキソピロリジン-2-カルボン酸(R)-2-ピロリジノン-5-カルボン酸H-D-PYR-OHD-pyroglutamateD-PyrogD-PyrogL

DTXSID10193432RefChem:584412DTXCID20115923(2R)-5-oxopyrrolidine-2-carboxylic acid;5-oxo-D-proline223-735-0(R)-5-Oxopyrrolidine-2-carboxylic AcidD-Pyr-OH(R)-(+)-2-Pyrrolidone-5-carboxylic acid

データベース識別子

CAS: 4042-36-8
PubChem CID: 439685
DTXSID: DTXSID10193432
ChEMBL: CHEMBL1235172
ChEBI: CHEBI:16924
UNII: TQP297C4HN
EC Number: 223-735-0
Nikkaji: J53.019K

物性

構造計算による物性

XLogP: -0.8
極性表面積: 66.4 Å²
水素結合供与体数: 2
水素結合受容体数: 3
回転可能結合数: 1
重原子数: 9
形式電荷: 0
複雑度: 154

実験および物理化学的性質

CosmeticsPersonal care product

Collision Cross Section124.6 Å² [M-H]-

物理化学的性質

融点: 155 · 155-162 °C
比旋光度: 27.5 · 27.5 º (c=10,1N NaOH)
沸点: 239.15 °C · 239.15°C (rough estimate)
比重(密度): 1.3816 · 1.3816 (rough estimate)
屈折率: 10 ° · 10 ° (C=5, H2O)
貯蔵温度: Sealed in dry,Room Temperature
溶解性: ジメチルホルムアミド、DMSO(微量)、メタノール(微量)、水
外見: 個体
酸解離定数(Pka): 3.48 · 3.48±0.20(Predicted)
色: オフホワイトからライトベージュ
水溶解度: 溶ける
Merck: 14 · 14,8001
BRN: 82133 · 82133
主な用途: ペプチド合成
InChI: 1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/t3-/m1/s1
InChIKey: ODHCTXKNWHHXJC-GSVOUGTGSA-N
SMILES: OC(=O)[C@H]1CCC(=O)N1
CAS データベース: 4042 · 4042-36-8(CAS DataBase Reference)

化学的性質

化学的特性white to light yellow crystal powder.

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H315 (100%): 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 49 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory InformationD-Proline, 5-oxo-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

安全データ

wgk: 3
hs_code: 29339900
risk_code: 36/37/38
化審法: (5)-115
hazard_code: Xi
safety_code: 26-36-37/39
ストレージクラス: 11 - Combustible Solids

化学と産業

応用分野 · 2 件

用途有機合成原料。

説明D-Pyroglutamic acid, also known as 5-oxo-D-proline, is a metabolite of D-glutamate. It is formed from D-glutamate by D-glutamate cyclase. The levels of D-pyroglutamic acid are increased in the urine of patients with nascent metabolic syndrome and the plasma of patients with end-stage renal disease.

調製方法 · 1 件

純化方法Purify R-pyroglutamic acid by dissolving it in H2O, filtering, passing the filtrate through Dowex 50 (H+ form), washing with H2O, pooling washings, evaporating, removing H2O azeotropically with Me2CO and *C6H6, washing the residue with Et2O and recrystallising from EtOH/pet ether. [Pradeller et al. Collect Czech Chem Commun 42 79, 80 1977, Beilstein 22/6 V 7.]

上流・下流製品情報

上流原料

下流製品

L-ピログルタミン酸エタノール (R)-(-)-1-(2-ピロリジニルメチル)ピロリジンファソラセタム水和物 5-オキソ-D-プロリン酸TERT-ブチルトルエン-4-スルホン酸[(2R)-5-オキソピロリジン-2-イル]メチル 3-[(1,1-ジメチルエチル)アミノ]-1,2-プロパンジオール

サプライヤー50 社

北京华美互利生物化工010-56205725 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

山东海舟生物工程有限公司130-0567-0367 13006570367 · [email protected]

INTATRADE GmbH+49 3493/605464 · [email protected]

補足説明

定義ChEBI: D-Pyroglutamic acid is the D-enantiomer of 5-oxoproline. It has a role as a metabolite. It is a D-proline derivative and a 5-oxoproline. It is a conjugate acid of a 5-oxo-D-prolinate. It is an enantiomer of a 5-oxo-L-proline.