L-Citrulline - Moligand™, 10mM in Water , Agonist of GPRC6 receptor, CAS No.372-75-8, Agonist of GPRC6 receptor

CAS: 372-75-8 Cat. No.: L423677 Peso molecular: 175.19 Beilstein Registry Number: 1725416 Número EC: 206-759-6
Disponible para pedir
GRADE & PURITY Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. 10mM in Water
Synonyms
N(5)-carbamoyl-L-ornithine | N~5~-carbamoyl-L-ornithine | Ornithine, N5-(aminocarbonyl)- | bmse000032 | L-N5-carbamoyl-Ornithine | N(SUP 5)-(AMINOCARBONYL)-L-ORNITHINE | N5-(Aminocarbonyl)-L-ornithine | HY-N0391 | C6H13N3O3 | L-Citruline | Ureidovalerate
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
 ·  off list, applied to all prices below.
Size
Estado
Price
Qty
1ml
L423677-1ml
1

58,90US$

69,90US$
Guardar 11,00 US$ (15.74%)
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Why this grade

Moligand™, 10mM in Water Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 38 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Descripción general

L-Citrulline is an essential intermediate in biosynthesis of nitric oxide from L-arginine.
An essential intermediate in the biosynthesis of nitric oxide.

Specifications

Sinónimos
N(5)-carbamoyl-L-ornithine | N~5~-carbamoyl-L-ornithine | Ornithine, N5-(aminocarbonyl)- | bmse000032 | L-N5-carbamoyl-Ornithine | N(SUP 5)-(AMINOCARBONYL)-L-ORNITHINE | N5-(Aminocarbonyl)-L-ornithine | HY-N0391 | C6H13N3O3 | L-Citruline | Ureidovalerate
Especificaciones y pureza
Moligand™, 10mM in Water
Mecanismos bioquímicos y fisiológicos
Nonessential α-amino acid. Argininosuccinate synthase substrate. Argininosuccinate synthase substrate. Essential intermediate in the biosynthesis of nitric oxide from L-arginine. Orally active.
Condiciones de almacenamiento de almacenamiento
Store at -80°C
Enviado en
Dry ice packs + Cold packs
Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.
Grado
Moligand™
Tipo de acción
AGONIST
Mecanismo de acción
Agonist of GPRC6 receptor
Nombres e identificadores
Sonrisas canónicasC(CC(C(=O)O)N)CNC(=O)N
IUPAC Name(2S)-2-amino-5-(carbamoylamino)pentanoic acid
InChIKeyRHGKLRLOHDJJDR-BYPYZUCNSA-N
INCHI1S/C6H13N3O3/c7-4(5(10)11)2-1-3-9-6(8)12/h4H,1-3,7H2,(H,10,11)(H3,8,9,12)/t4-/m0/s1
Isómeros SMILES C(C[C@@H](C(=O)O)N)CNC(=O)N
WGK Alemania 3
Peso molecular 175.19
Beilstein 1725416
Reaxy-Rn 1725417
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1725417&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganic acids and derivatives
ClaseCarboxylic acids and derivatives
SubclassAmino acids, peptides, and analogues
Intermediate Tree Nodes Amino acids and derivatives - Alpha amino acids and derivatives - Alpha amino acids
Direct ParentL-alpha-amino acids
Alternative Parents Fatty acids and conjugates  Isoureas  Amino acids  Monocarboxylic acids and derivatives  Carboxylic acids  Carboximidamides  Organopnictogen compounds  Organic oxides  Monoalkylamines  Imines  Hydrocarbon derivatives  Carbonyl compounds  
Molecular FrameworkAliphatic acyclic compounds
Substituents L-alpha-amino acid - Fatty acid - Isourea - Amino acid - Carboximidic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Carboximidamide - Amine - Hydrocarbon derivative - Primary amine - Organooxygen compound - Organonitrogen compound - Organic oxide - Primary aliphatic amine - Organopnictogen compound - Imine - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Aliphatic acyclic compound
DescripciónThis compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
External Descriptors Other amino acids
Estructura 3D
Modelo de Estructura Química Interactiva





Objetivos asociados (humanos)
GPRC6A Tchem G-protein coupled receptor family C group 6 member A (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
F2 Tclin Thrombin (11687 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ESR1 Tclin Estrogen receptor alpha (17718 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PGR Tclin Progesterone receptor (8562 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CHRM2 Tclin Muscarinic acetylcholine receptor M2 (10671 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADRA2A Tclin Alpha-2a adrenergic receptor (9450 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AR Tclin Androgen Receptor (11781 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CHRM1 Tclin Muscarinic acetylcholine receptor M1 (12690 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GABRA1 Tclin GABA receptor alpha-1 subunit (399 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MAOA Tclin Monoamine oxidase A (11911 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DRD1 Tclin Dopamine D1 receptor (9720 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC6A2 Tclin Norepinephrine transporter (10102 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC6A4 Tclin Serotonin transporter (12625 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADRA1A Tclin Alpha-1a adrenergic receptor (8359 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
OPRM1 Tclin Mu opioid receptor (19785 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DRD3 Tclin Dopamine D3 receptor (14368 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC6A3 Tclin Dopamine transporter (10535 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KCNH2 Tclin HERG (29587 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PDE3A Tclin Phosphodiesterase 3A (3309 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HTR2B Tclin Serotonin 2b (5-HT2b) receptor (10323 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TBXA2R Tclin Thromboxane A2 receptor (5717 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PDE4A Tclin Phosphodiesterase 4A (1943 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADORA3 Tchem Adenosine A3 receptor (15931 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HRH3 Tclin Histamine H3 receptor (10389 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDR Tclin Vascular endothelial growth factor receptor 2 (20924 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Objetivos asociados (no humanos)
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GAP1 General amino-acid permease GAP1 (481 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mecanismos de acción
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Propiedades químicas y físicas
Rotación específica [α]26 ° (C=8, 6mol/L HCl)
Punto de fusión (°C)214-216°C
Peso molecular175.190 g/mol
XLogP3-4.300
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Exact Mass175.096 Da
Monoisotopic Mass175.096 Da
Topological Polar Surface Area118.000 Ų
Heavy Atom Count12
Formal Charge0
Complexity171.000
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
Referencias
1. Yi Zhang, Wenzheng Li, Jun Zhu, Xin Qian, Wenlong Pei, Zhenyang Gu, Qian Wu, Zhan Zhang, Lei Li.  (2023)  Pentachlorophenol exposure induced neurotoxicity by disrupting citrulline metabolism in larvae and adult zebrafish.  TOXICOLOGY AND APPLIED PHARMACOLOGY,      [PMID:37778480] [10.1016/j.taap.2023.116708]
2. Xiaohui Wen, Chenghui Li, Zexi Zhou, Yujing He, Juan He, Xiandeng Hou.  (2023)  Wavelength-shift-based visual fluorescence sensing of aspartic acids using Eu/Gd-MOF through pH triggering.  TALANTA,      [PMID:37336059] [10.1016/j.talanta.2023.124778]
3. Zhang Jing, Yang Junqing, Luo Ying, Li Jiansha, Gong Tao, Huang Suqiong, Xiong Yan, Jiang Xinhui.  (2022)  Determination of 23 Amino Acids and Amines in Plasma and Cortex of C57BL/6 Mice with HPLC–FLD.  JOURNAL OF CHROMATOGRAPHIC SCIENCE,      [PMID:36572394] [10.1093/chromsci/bmac103]
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5. Jing Zhang, Jun-qing Yang, Ying Luo, Jian-sha Li, Tao Gong, Su-qiong Huang, Yan Xiong, Xin-hui Jiang.  (2022)  Determination of 23 related analytes in bone marrow fluid and hippocampus of C57BL/6 mice following cerebral ischemia–reperfusion injury by HPLC-FLD.  BIOMEDICAL CHROMATOGRAPHY,  36  (10): (e5435).  [PMID:35763335] [10.1002/bmc.5435]
6. Huimin Li, Yapan Shi, Yudong Gao.  (2022)  A simple but highly sensitive electropolymerization of L-citrulline and β-cyclodextrin based voltammetric sensor for metribuzin.  INTERNATIONAL JOURNAL OF ENVIRONMENTAL ANALYTICAL CHEMISTRY,      [PMID:] [10.1080/03067319.2020.1743279]
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9. Zhou Kai, Zhang Xiao, Li Bingyong, Shen Chaoqun, Sun Yuan-Ming, Yang Jianyuan, Xu Zhen-Lin.  (2021)  Citrulline Accumulation Mechanism of Pediococcus acidilactici and Weissella confusa in Soy Sauce and the Effects of Phenolic Compound on Citrulline Accumulation.  Frontiers in Microbiology,      [PMID:34925267] [10.3389/fmicb.2021.757542]
10. Shuang Qiu, Yuchun Li, Peng Qi, Dan Meng, Jun Sun, Hongfei Li, Zheng Cui, Xiaoyu Gu, Sheng Zhang.  (2021)  Improving the flame retardancy and accelerating the degradation of poly (lactic acid) in soil by introducing fully bio-based additives.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:34695492] [10.1016/j.ijbiomac.2021.10.119]
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13. Yu Chen, Shidong Liu, Caiyan Wan, Guangxian Zhang.  (2020)  Facile synthesis of a high efficiency and durability L-citrulline flame retardant for cotton.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:33171180] [10.1016/j.ijbiomac.2020.11.022]
14. Xinying Ma, Huiping Lv, Qi Zhu, Meifeng Chen, Yilei Wang, Fenghai Li.  (2020)  A novel sensitive electrochemical method for the detection of ractopamine in meat food via polycitrulline-modified electrode.  Food Additives and Contaminants Part A-Chemistry Analysis Control Exposure & Risk Assessment,      [PMID:32618491] [10.1080/19440049.2020.1769867]
15. Mingjie Deng, Feiyan Lin, Caiping Zhou, Yuyan Chen, Leijie Xuan, Hongzhe Wang, Tiantian Feng, Lufeng Hu.  (2020)  Determination of 27 amino acids’ levels in seminal plasma of asthenospermia and oligospermia patients and diagnostic value analysis.  JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS,      [PMID:32126460] [10.1016/j.jpba.2020.113211]
16. Lili Zhang, Wen Duan, Yan Huang, Yuyu Zhang, Baoguo Sun, Dandan Pu, Yizhuang Tang, Chao Liu.  (2020)  Sensory taste properties of chicken (Hy-Line brown) soup as prepared with five different parts of the chicken.  INTERNATIONAL JOURNAL OF FOOD PROPERTIES,      [PMID:] [10.1080/10942912.2020.1828455]
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18. Piaopiao Chen, Iqra Ilyas, Su He, Yichen Xing, Zhigang Jin, Chaobiao Huang.  (2019)  Ratiometric pH Sensing and Imaging in Living Cells with Dual-Emission Semiconductor Polymer Dots.  MOLECULES,  24  (16): (2923).  [PMID:31409040] [10.3390/molecules24162923]
19. Zhu Shu, Lin Xia, Ran Peiyao, Mo Fangjing, Xia Qiao, Fu Yingzi.  (2017)  A glassy carbon electrode modified with C-dots and silver nanoparticles for enzymatic electrochemiluminescent detection of glutamate enantiomers.  MICROCHIMICA ACTA,  184  (12): (4679-4684).  [PMID:] [10.1007/s00604-017-2515-6]
20. Wenjing Wang, Lu Wang, Lina Zou, Gaiping Li, Baoxian Ye.  (2015)  A novel voltammetric sensor based on poly(l-Citrulline)/SWCNTs composite film modified electrode for sensitive determination of picroside II.  TALANTA,      [PMID:26838418] [10.1016/j.talanta.2015.12.055]
21. Ying Yang, Liuyan Wei, Weiqin You, Huisha Huang, Shuai Wang, Dandan Hou, Chujun Qin, Zhiheng Su, Mei Li.  (2025)  A simple colorimetric and paper-based-smartphone sensing platform based on the enhanced peroxidase-like activity of Al doping Prussian blue for point-of-care detection of GSH.  TALANTA,      [PMID:40164025] [10.1016/j.talanta.2025.128020]
22. Yunpeng Bai, Yuming Zou, Yingjia Zeng, Linhui Hu, Sumei Huang, Kunyong Wu, Qingxia Yi, Jingchun Chen, Guowu Liang, Yingbang Li, Wendong Huang, Chunbo Chen.  (2024)  Benzylic rearrangement for urinary analysis of guanidino and ureido compounds in cardiac surgery–associated acute kidney injury using high-performance liquid chromatography–tandem mass spectrometry.  RAPID COMMUNICATIONS IN MASS SPECTROMETRY,  38  (17): (1-1572).  [PMID:38923063] [10.1002/rcm.9853]
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24. Lu Wang, Limei Xiao, Shoujing Zheng, Jie Pang, Jiebo Chen.  (2024)  Characterization and assessment of free amino acids in different varieties of sugarcane.  INDUSTRIAL CROPS AND PRODUCTS,      [PMID:] [10.1016/j.indcrop.2024.118306]
25. Yamin Liu, Xunjiang Wang, Jiaojiao Wei, Kangning Fu, Yilin Chen, Linnan Li, Zhengtao Wang, Li Yang.  (2024)  Comprehensive Profiling of Amino Acids and Derivatives in Biological Samples: A Robust UHPLC-MS/MS Method for Investigating Acute Lung Injury.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:38537486] [10.1016/j.chroma.2024.464816]
26. Peng Sun, Mingzhao Shang, Ruyan Xie, Yu Gao, Miaomiao Tian, Qijun Dai, Fang Zhang, Fang Chai.  (2024)  Dual-mode fluorimetric and colorimetric sensors based on iron and nitrogen co-doped carbon dots for the detection of dopamine.  FOOD CHEMISTRY,      [PMID:38394907] [10.1016/j.foodchem.2024.138794]
27. Wenchan Deng, Rongrong Huang, Yuanjiang Pan, Cuirong Sun.  (2024)  Dynamic profiling of intra- and extra-cellular L/D-amino acids metabolism in colorectal cell and intestinal epithelial cell.  JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS,      [PMID:39657277] [10.1016/j.jpba.2024.116622]
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35. Qianchun Zhang, Xiaofang Tian, Meijie Xie, Xinyu Luo, Boyan Zheng, Xiangming Luo, Mei Wang, Shan Mou, Yun Wu.  (2025)  Construction of a silver-doped carbon dots-based fluorescent probe for trace tartrazine analysis in foodstuffs.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:41308370] [10.1016/j.saa.2025.127241]
36. Chi Yan, Xingyu Chen, Wenqing Gao, Chunlan Tang, Liwen Du, Chengyi Xie, Feng Xu, Keqi Tang, Jiancheng Yu.  (2025)  Chiral Derivatization Enables High-Resolution Ion Mobility Spectrometry of 30 Amino Acid Enantiomers.  ANALYTICAL CHEMISTRY,      [PMID:41451537] [10.1021/acs.analchem.5c06382]
37. Yunjie Li, Yawen Guan, Shuo Li, Yuting Zhao, Yakun Luo, Liang Si, Li Wang, Fang Chai.  (2025)  Bimetallic AgCu microspheres based electrochemical sensor for dopamine and antibacterial activity.  Journal of Environmental Chemical Engineering,  13  (3): (117212).  [PMID:] [10.1016/j.jece.2025.117212]
38. Zhang Qianchun, Xie Meijie, Tian Xiaofang, Luo Xinyu, Zheng Boyan, Mou Shan, Wang Mei, Luo Xiangming, Zou Qingqing.  (2026)  A one-stone-two-birds strategy: cerium-doped carbon dots as a dual probes platform for quantification of tetracycline and carmine in foods.  MICROCHIMICA ACTA,  193  (3): (130).  [PMID:41639305] [10.1007/s00604-025-07810-w]
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