Tiglylglycine (BioDeep_00000017904)

Main id: BioDeep_00000398320

 

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


2-[(2E)-2-methylbut-2-enamido]acetic acid

化学式: C7H11NO3 (157.0738896)
中文名称: N-巴豆酰基甘氨酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C/C=C(\C)/C(=O)NCC(=O)O
InChI: InChI=1S/C7H11NO3/c1-3-5(2)7(11)8-4-6(9)10/h3H,4H2,1-2H3,(H,8,11)(H,9,10)/b5-3+

描述信息

Tiglylglycine is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction: acyl-CoA + glycine < -- > CoA + N-acylglycine. Tiglylglycine is an intermediate product of the catabolism of isoleucine. An elevated level of tiglylglycine is identified in urine of patients with beta-ketothiolase deficiency or with disorders of propionate metabolism (PMID 7923765). Tiglyglycine is a biomarker for the consumption of cheese.
Tiglylglycine is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction:

同义名列表

8 个代谢物同义名

2-[(2E)-2-methylbut-2-enamido]acetic acid; (e)-N-(2-Methyl-1-oxo-2-butenyl)-glycine; [(2E)-2-methylbut-2-enamido]acetic acid; N-((e)-2-Methyl-but-2-enoyl)-glycine; N-Tigloylglycine; N-Tiglylglycine; Tiglylglycine; N-Tigloylglycine



数据库引用编号

8 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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Plant Reactome(0)

INOH(0)

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2 个相关的物种来源信息

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

  • PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
  • NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
  • Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
  • Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。



文献列表

  • Yan Chen, Leila R Zelnick, Matthew P Huber, Ke Wang, Nisha Bansal, Andrew N Hoofnagle, Rajan K Paranji, Susan R Heckbert, Noel S Weiss, Alan S Go, Chi-Yuan Hsu, Harold I Feldman, Sushrut S Waikar, Rupal C Mehta, Anand Srivastava, Stephen L Seliger, James P Lash, Anna C Porter, Dominic S Raj, Bryan R Kestenbaum. Association Between Kidney Clearance of Secretory Solutes and Cardiovascular Events: The Chronic Renal Insufficiency Cohort (CRIC) Study. American journal of kidney diseases : the official journal of the National Kidney Foundation. 2021 08; 78(2):226-235.e1. doi: 10.1053/j.ajkd.2020.12.005. [PMID: 33421453]
  • Ke Wang, Leila R Zelnick, Yan Chen, Andrew N Hoofnagle, Terry Watnick, Stephen Seliger, Bryan Kestenbaum. Alterations of Proximal Tubular Secretion in Autosomal Dominant Polycystic Kidney Disease. Clinical journal of the American Society of Nephrology : CJASN. 2020 01; 15(1):80-88. doi: 10.2215/cjn.05610519. [PMID: 31628117]
  • Léo-Paul Bancel, Nicolas Germain, Anne-Sophie Guemann, Marie Joncquel Chevalier Curt, Anne-Frédérique Dessein. Abnormal Ketone Bodies in a 22-Month-Old Boy Presenting with Recurrent Vomiting and Metabolic Acidosis. Clinical chemistry. 2019 11; 65(11):1460-1462. doi: 10.1373/clinchem.2019.306712. [PMID: 31662337]
  • Hafsa Majid, Lena Jafri, Aysha Habib Khan, Zeba Zulfiqar Ali, Azeema Jamil, Nasir Yusufzai, Midhat Fatimah, Bushra Afroze. Diagnostic dilemma of patients with methylmalonic aciduria: Experience from a tertiary care centre in Pakistan. JPMA. The Journal of the Pakistan Medical Association. 2018 Apr; 68(4):510-514. doi: NULL. [PMID: 29808036]
  • Chun-Yiu Law, Ching-Wan Lam, Chor-kwan Ching, Kin-Cheong Eric Yau, Tsz-wai Ho, Chi-kong Lai, Chloe Miu Mak. NMR-based urinalysis for beta-ketothiolase deficiency. Clinica chimica acta; international journal of clinical chemistry. 2015 Jan; 438(?):222-5. doi: 10.1016/j.cca.2014.08.041. [PMID: 25195009]
  • Toshiyuki Fukao, Kazuhisa Akiba, Masahiro Goto, Nobuki Kuwayama, Mikiko Morita, Tomohiro Hori, Yuka Aoyama, Rajaram Venkatesan, Rik Wierenga, Yohsuke Moriyama, Takashi Hashimoto, Nobuteru Usuda, Kei Murayama, Akira Ohtake, Yuki Hasegawa, Yosuke Shigematsu, Yukihiro Hasegawa. The first case in Asia of 2-methyl-3-hydroxybutyryl-CoA dehydrogenase deficiency (HSD10 disease) with atypical presentation. Journal of human genetics. 2014 Nov; 59(11):609-14. doi: 10.1038/jhg.2014.79. [PMID: 25231369]
  • Vefik Arica, Secil Gunher Arica, Huseyin Dag, Hatice Onur, Omer Obut, Sayat Gülbayzar. Beta-ketothiolase deficiency brought with lethargy: case report. Human & experimental toxicology. 2011 Oct; 30(10):1724-7. doi: 10.1177/0960327110396533. [PMID: 21247997]
  • Judit García-Villoria, Aleix Navarro-Sastre, Carme Fons, Celia Pérez-Cerdá, Antonio Baldellou, Miguel Angel Fuentes-Castelló, Inmaculada González, Arturo Hernández-Gonzalez, Cristina Fernández, Jaume Campistol, Carina Delpiccolo, Nuria Cortés, Angel Messeguer, Paz Briones, Antonia Ribes. Study of patients and carriers with 2-methyl-3-hydroxybutyryl-CoA dehydrogenase (MHBD) deficiency: difficulties in the diagnosis. Clinical biochemistry. 2009 Jan; 42(1-2):27-33. doi: 10.1016/j.clinbiochem.2008.10.006. [PMID: 18996107]
  • M J Nowaczyk, D C Lehotay, B A Platt, L Fisher, R Tan, H Phillips, J T Clarke. Ethylmalonic and methylsuccinic aciduria in ethylmalonic encephalopathy arise from abnormal isoleucine metabolism. Metabolism: clinical and experimental. 1998 Jul; 47(7):836-9. doi: 10.1016/s0026-0495(98)90122-6. [PMID: 9667231]
  • T Fukao, A Kodama, N Aoyanagi, R Tsukino, S Uemura, X Q Song, H Watanebe, T Kuhara, I Matsumoto, T Orii, N Kondo. Mild form of beta-ketothiolase deficiency (mitochondrial acetoacetyl-CoA thiolase deficiency) in two Japanese siblings: identification of detectable residual activity and cross-reactive material in EB-transformed lymphocytes. Clinical genetics. 1996 Oct; 50(4):263-6. doi: 10.1111/j.1399-0004.1996.tb02641.x. [PMID: 9001814]
  • M J Bennett, S Powell, D J Swartling, K M Gibson. Tiglylglycine excreted in urine in disorders of isoleucine metabolism and the respiratory chain measured by stable isotope dilution GC-MS. Clinical chemistry. 1994 Oct; 40(10):1879-83. doi: . [PMID: 7923765]
  • S Aramaki, D Lehotay, L Sweetman, W L Nyhan, S C Winter, B Middleton. Urinary excretion of 2-methylacetoacetate, 2-methyl-3-hydroxybutyrate and tiglylglycine after isoleucine loading in the diagnosis of 2-methylacetoacetyl-CoA thiolase deficiency. Journal of inherited metabolic disease. 1991; 14(1):63-74. doi: 10.1007/bf01804391. [PMID: 1861461]
  • J V Leonard, B Middleton, J W Seakins. Acetoacetyl CoA thiolase deficiency presenting as ketotic hypoglycemia. Pediatric research. 1987 Feb; 21(2):211-3. doi: 10.1203/00006450-198702000-00020. [PMID: 2881245]
  • B Middleton, K Bartlett, A Romanos, J Gomez Vazquez, C Conde, R A Cannon, M Lipson, L Sweetman, W L Nyhan. 3-Ketothiolase deficiency. European journal of pediatrics. 1986 Apr; 144(6):586-9. doi: 10.1007/bf00496042. [PMID: 3709573]
  • M J Bennett, J M Littlewood, A MacDonald, R J Pollitt, J Thompson. A case of beta-ketothiolase deficiency. Journal of inherited metabolic disease. 1983; 6(4):157. doi: 10.1007/bf02310871. [PMID: 6422156]
  • R B Schutgens, B Middleton, J F vd Blij, J W Oorthuys, H A Veder, T Vulsma, W H Tegelaers. Beta-ketothiolase deficiency in a family confirmed by in vitro enzymatic assays in fibroblasts. European journal of pediatrics. 1982 Sep; 139(1):39-42. doi: 10.1007/bf00442077. [PMID: 7173255]
  • M Duran, L Bruinvis, D Ketting, J P Kamerling, S K Wadman, R B Schutgens. The identification of (E)-2-methylglutaconic acid, a new isoleucine metabolite, in the urine of patients with beta-ketothiolase deficiency, propionic acidaemia and methylmalonic acidaemia. Biomedical mass spectrometry. 1982 Jan; 9(1):1-5. doi: 10.1002/bms.1200090102. [PMID: 7059658]
  • B Merinero, J A DelValle, A Jiménez, M J Garcia, M Ugarte, R Solaguren, O López, I Condado. Late onset type of propionic acidaemia: case report and biochemical studies. Journal of inherited metabolic disease. 1981; 4(2):71-2. doi: 10.1007/bf02263596. [PMID: 6790853]
  • S Kølvraa, N Gregersen, N J Brandt. Excretion of short-chain N-acylglycines in the urine of a patient with D-glyceric acidemia. Clinica chimica acta; international journal of clinical chemistry. 1980 Sep; 106(2):215-21. doi: 10.1016/0009-8981(80)90174-6. [PMID: 7408214]
  • D Gompertz, G H Draffan. The identification of tiglylglycine in the urine of a child with -methylcrotonylglycinuria. Clinica chimica acta; international journal of clinical chemistry. 1972 Mar; 37(?):405-10. doi: 10.1016/0009-8981(72)90462-7. [PMID: 5022104]