Overview
D-Pyroglutamic Acid is the dextrorotatory enantiomer of pyroglutamic acid, a cyclic derivative of glutamic acid. This non-proteinogenic amino acid plays significant roles in biological systems as a metabolic intermediate. The compound was first identified in 1902 and has since gained importance in asymmetric synthesis and medicinal chemistry. Industrial production typically involves enzymatic resolution or chiral synthesis methods. Its unique five-membered lactam ring structure contributes to both stability and specific biological activity, distinguishing it from linear amino acids in pharmaceutical applications.
Physical and Chemical Properties
As a crystalline solid, D-Pyroglutamic Acid demonstrates stability at room temperature but may decompose at higher temperatures (above 200°C). The lactam ring structure reduces its water solubility compared to glutamic acid, though it remains sufficiently soluble for most laboratory and industrial applications (approximately 50 g/L at 20°C). The compound exhibits specific optical rotation [α]D20 = +10.5° (c=1 in water), a key parameter for quality control. Its pKa values (2.27 and 4.18) reflect the carboxylic acid and amide functionalities, influencing its behavior in biological systems and formulation chemistry.
Main Applications
In pharmaceuticals, D-Pyroglutamic Acid serves as a chiral building block for neuraminidase inhibitors and other bioactive molecules. The cosmetic industry utilizes it in anti-aging formulations due to its skin-moisturizing properties and role in natural moisturizing factor (NMF) composition. Biochemical research employs this compound as a precursor for peptide synthesis and enzyme studies. Recent applications include its use in metal-organic frameworks (MOFs) for chiral separation processes and as a ligand in asymmetric catalysis for fine chemical production.
Safety and Storage
While not classified as highly hazardous, D-Pyroglutamic Acid requires standard laboratory precautions including gloves and eye protection. Prolonged exposure may cause mild irritation to mucous membranes. Spills should be cleaned with water and proper ventilation maintained during handling. For long-term storage, maintain temperature control (2-8°C) in original packaging with desiccant. The material shows good stability when protected from humidity and extreme temperatures, with typical shelf life of 3 years under recommended conditions.
B2B Procurement Guide
Industrial buyers should prioritize suppliers with documented quality control processes for chiral purity verification. Standard specifications include ≥98% enantiomeric excess (ee) by chiral HPLC, ≤0.5% water content, and heavy metal limits meeting pharmacopeia standards. Bulk procurement (25kg+ drums) typically offers 15-30% cost savings over laboratory-scale packaging. Consider vendor audits for GMP compliance when purchasing for pharmaceutical applications. Just-in-time delivery is recommended to minimize storage duration and maintain product integrity.
Related Manufacturers
- 主营：甘氨酸、水苏糖、阻燃剂、1680-21-3、硫酸锌、硫酸锆、硫酸锂、硫酸锶、硫酸锰、铝酸锌、牛磺酸、褪黑素、磷酸铁、丙酸铵、苏云金、碳酸镁、麝香酮、肉桂醛、磷酸铝、王浆酸、椰油胺、赖氨酸、增塑剂、浸膏粉、乙氧基
- 主营：全氟聚醚二醇、全氟三丁胺、聚硅氮烷、焦谷氨酸乙酯、特种硅油、特种硅树脂
- 主营：肌氨酸钠、硫化锰、V50偶氮二异丁脒盐酸盐、PX-4MP、腰果酚缩水甘油醚、乙硫氮、二新癸酸二甲基锡、三硫代碳酸钠、芥酸PKO、四氧化三锰
- 主营：2-十一酮、乙酸龙脑酯、聚苯乙烯磺酸钠、乙基黄原酸钾
- 主营：己二酸二酰肼、丙酸氯倍原料、亚乙基硫脲、2-甲基四氢噻吩-3-酮、3-甲基-2-丁硫醇、2-辛二醇、三氟甲基磺酸铋、醋酸钯
- 主营：焦谷氨酸乙酯、全氟三丁胺、木质素、吉氏色素
- 主营：化学品、香精香料、试剂、焦谷氨酸乙酯、中间体、有机硅、橡胶树脂、催化剂、纳米材料
- 主营：正癸酸、樊多B醛、聚乙二醇甲醚甲基丙烯酸酯、5-三甲基己醛、山梨醇缩水甘油醚、聚苯胺、磷脂酸铵盐、谷胱甘肽、二氧化钒、三羟甲基氨基甲烷盐酸盐、3二羟基萘、二苯酮、庚酰氯、菲尼酮、茶香醇、苹果酸、菠萝醚
- 主营：四乙酰核糖、双乙酰阿昔洛韦、三乙酰更昔洛韦、N4-乙酰胞嘧啶、胞苷、腺嘌呤、吡唑胺、对羟基苯乙酮、半胱胺盐酸盐、钼酸钠、碳酸锆
- 主营：全氟三丁胺、二苄叉山梨醇、六氟丙烯二聚体、焦谷氨酸乙酯、六氟环氧丙烷二聚体、异丙醇铝、纳米勃姆石、二异戊基硫醚、隐色结晶紫、邻菲罗啉
- 主营：催化剂、胆酸、氧化剂、6-二羟基吲哚、6-羟基吲哚、N-乙基哌嗪、L-脯氨酸、酶类、光引发剂、生物缓冲剂、交联剂、光敏剂、樟脑醌、十二氢十二硼双钠盐、磷钼酸、钼酸钾、荧光增白剂、葡甲胺、鹅去氧胆酸、石胆酸
- 主营：食品添加剂、饲料添加剂、原料中间体、焦谷氨酸、去氧胆酸钠、肌酸酐、氨甲环酸、甘氨胆酸
- 主营：十一烯酸锌、周位酸、敌草隆、158474-72、鱼藤酮、对叔戊基苯酚、二醋酸纤维素、大茴香酸钠、肉豆蔻酸甲酯
- 主营：二羟基吲哚啉氢溴酸、水解角蛋白、石胆酸钠盐、6-二羟基吲哚、7-去氢胆固醇、2-辛基十二醇、2-巯基噻唑啉、2-巯基苯并咪唑、苯基周位酸(8-苯胺、L-丙交酯、1-氨基环丙烷羧酸、4-联苯甲醇丙烯酸酯、4-羟乙烯基氧基二苯、D(+)-丙交酯、熊去氧胆酸钠盐、半叶素、乙烯利、环丙磺酰胺、苄氧基胺盐酸盐、咪鲜胺、可比落、乙交酯
- 主营：防老剂、香精香料、乳化剂、焦谷氨酸乙酯、壳聚糖