D-Tyrosine - Moligand™,≥98% , CAS No.556-02-5

CAS: 556-02-5 Cat. No.: T101403 Fórmula: C₉H₁₁NO₃ Peso molecular: 181.19 Beilstein Registry Number: 14605 Número EC: 209-112-6

GRADE & PURITY Moligand™, ≥98%

Synonyms

CCRIS 7710 | myo-Inositol hexanicotinate | DB03839 | d-p-Tyrosine | (R)-2-Amino-3-(p-hydroxyphenyl)propionic acid | Q16082044 | 3-(4-Hydroxyphenyl)-D-alanine | C06420 | AS-11715 | (2R)-2-Amino-3-(4-hydroxyphenyl)propanoic acid; (R)-Tyrosine; D-p-Tyrosine

Storage

Room temperature

Shipped In

Normal

Descripción general

application：

D-Tyrosine is synthesized from phenylalanine. It is also the precursor of epinephrine, thyroid hormones, and melanin.

Specifications

Sinónimos

CCRIS 7710 | myo-Inositol hexanicotinate | DB03839 | d-p-Tyrosine | (R)-2-Amino-3-(p-hydroxyphenyl)propionic acid | Q16082044 | 3-(4-Hydroxyphenyl)-D-alanine | C06420 | AS-11715 | (2R)-2-Amino-3-(4-hydroxyphenyl)propanoic acid; (R)-Tyrosine; D-p-Tyrosine

Especificaciones y pureza

Moligand™,≥98%

Mecanismos bioquímicos y fisiológicos

D-Tyrosine is the D-isomer of tyrosine. D-Tyrosine negatively regulates melanin synthesis by inhibiting tyrosinase activity. D-Tyrosine inhibits biofilm formation and trigger the self-dispersal of biofilms without suppressing bacterial growth.

Condiciones de almacenamiento de almacenamiento

Room temperature

Enviado en

Normal

Grado

Moligand™

Tipo de acción

INHIBITOR

Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 488184644
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488184644
• Sonrisas canónicas: C1=CC(=CC=C1CC(C(=O)O)N)O
• IUPAC Name: (2R)-2-amino-3-(4-hydroxyphenyl)propanoic acid
• InChIKey: OUYCCCASQSFEME-MRVPVSSYSA-N
• INCHI: 1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m1/s1
• Isómeros SMILES: C1=CC(=CC=C1C[C@H](C(=O)O)N)O
• Peso molecular: 181.19
• Beilstein: 14605
• Reaxy-Rn: 515881
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=515881&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Tyrosine and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Tyrosine and derivatives
• Alternative Parents: Phenylalanine and derivatives Phenylpropanoic acids D-alpha-amino acids Amphetamines and derivatives Aralkylamines 1-hydroxy-2-unsubstituted benzenoids Amino acids Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Tyrosine or derivatives - Phenylalanine or derivatives - 3-phenylpropanoic-acid - Alpha-amino acid - Amphetamine or derivatives - D-alpha-amino acid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Aralkylamine - Monocyclic benzene moiety - Benzenoid - Amino acid - Carboxylic acid - Monocarboxylic acid or derivatives - Organic oxide - Organooxygen compound - Organonitrogen compound - Amine - Primary aliphatic amine - Organic nitrogen compound - Carbonyl group - Organopnictogen compound - Organic oxygen compound - Hydrocarbon derivative - Primary amine - Aromatic homomonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as tyrosine and derivatives. These are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
• External Descriptors: Other amino acids

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Objetivos asociados (humanos)

CA2 Tclin Carbonic anhydrase II (17698 Activities)

Discover Target: CA2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CA1 Tclin Carbonic anhydrase I (13240 Activities)

Discover Target: CA1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLC7A5 Tchem L-type amino acid transporter 1 (388 Activities)

Discover Target: SLC7A5

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RGS4 Tchem Regulator of G-protein signaling 4 (13867 Activities)

Discover Target: RGS4

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 Activities)

Discover Target: MEN1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Objetivos asociados (no humanos)

Carbonic anhydrase (69 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Staphylococcus aureus (210822 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Slc16a10 Monocarboxylate transporter 10 (73 Activities)

Discover Target: Slc16a10

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Soluble in water
• Rotación específica [α]: +10.3°, c = 5 in 1 M HCl
• Punto de fusión (°C): 310-314°C
• Peso molecular: 181.190 g/mol
• XLogP3: -2.300
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 181.074 Da
• Monoisotopic Mass: 181.074 Da
• Topological Polar Surface Area: 83.600 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 176.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referencias

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19. Jinglei Liu, Wenbo Yuan, Caifeng Li, Mengmeng Cheng, Yan Su, Lijian Xu, Tianfei Chu, Shifeng Hou.  (2021)  l-Cysteine-Modified Graphene Oxide-Based Membrane for Chiral Selective Separation.  ACS Applied Materials & Interfaces,      [PMID:34628847] [10.1021/acsami.1c14900]

20. Qianqian Zhao, Wenrong Cai, Baozhu Yang, Zheng-Zhi Yin, Datong Wu, Yong Kong.  (2021)  Electrochemiluminescent chiral discrimination with chiral Ag2S quantum dots/few-layer carbon nitride nanosheets.  ANALYST,  146  (20): (6245-6251).  [PMID:34528650] [10.1039/D1AN01437D]

21. Zhan Gao, Zhihao Yu, Xiaoli Zhang, Shougang Fan, Huiyu Gao, Caini Liu, Qixing Zhou, Huaiqi Shao, Lan Wang, Xiaoyan Guo.  (2021)  Exploration on Optimized Control Way of D-Amino Acid for Efficiently Mitigating Membrane Biofouling of Membrane Bioreactor.  Membranes,  11  (8): (612).  [PMID:34436375] [10.3390/membranes11080612]

22. Qianqian Zhao, Datong Wu, Zheng-Zhi Yin, Wenrong Cai, Haifeng Zhou, Yong Kong.  (2021)  Fluorometric discrimination of tyrosine isomers based on the inner filter effect of chiral Au nanoparticles on MoS2 quantum dots.  Analytical Methods,  13  (20): (2290-2296).  [PMID:33969836] [10.1039/D1AY00145K]

23. Liu Nijuan, Liu Jingjing, Niu Xiaohui, Wang Jia, Guo Ruibin, Mo Zunli.  (2021)  An electrochemical chiral sensor based on the synergy of chiral ionic liquid and 3D-NGMWCNT for tryptophan enantioselective recognition.  MICROCHIMICA ACTA,  188  (5): (1-13).  [PMID:33839948] [10.1007/s00604-021-04818-w]

24. Lamei Yang, Feng Luo, Weili Wei.  (2021)  Simultaneous determination of the concentration and enantiomeric excess of amino acids with a coumarin-derived achiral probe.  Analytical Methods,  13  (16): (1905-1910).  [PMID:33913945] [10.1039/D1AY00271F]

25. Jia Wang, Zunli Mo, Nijuan Liu, Ruibin Guo, Chao Shuai, Fang Chen, Yongxin Du, Jingjing Liu, Guigui Liu, Qibing Dong, Qinqin Gao, Ying Chen, Wentong Liu.  (2021)  Construction of electrochemical chiral interface of C3N4/Ppy/ self-assembled polysaccharide.  JOURNAL OF ELECTROANALYTICAL CHEMISTRY,      [PMID:] [10.1016/j.jelechem.2021.115118]

26. Zou Jiao, Lan Xi-Wen, Zhao Guo-Qing, Huang Zhao-Ning, Liu Yi-Ping, Yu Jin-Gang.  (2020)  Immobilization of 6-O-α-maltosyl-β-cyclodextrin on the surface of black phosphorus nanosheets for selective chiral recognition of tyrosine enantiomers.  MICROCHIMICA ACTA,  187  (11): (1-11).  [PMID:33141322] [10.1007/s00604-020-04606-y]

27. Jiao Zou, Jin-Gang Yu.  (2020)  Nafion-stabilized black phosphorus nanosheets-maltosyl-β-cyclodextrin as a chiral sensor for tryptophan enantiomers.  Materials Science & Engineering C-Materials for Biological Applications,      [PMID:32409064] [10.1016/j.msec.2020.110910]

28. Tingting Wang, Yuhuan Cheng, Yulian Zhang, Jinyin Zha, Jiannong Ye, Qingcui Chu, Guifang Cheng.  (2019)  β-cyclodextrin modified quantum dots as pseudo-stationary phase for direct enantioseparation based on capillary electrophoresis with laser-induced fluorescence detection.  TALANTA,      [PMID:31987180] [10.1016/j.talanta.2019.120629]

29. Huali Liu, Zhen Li, Yan Yan, Jiaqi Zhao, Yu Wang.  (2019)  Chiroptical study of the bimetal–cysteine hybrid composite: interaction between cysteine and Au/Ag alloyed nanotubes.  Nanoscale,  11  (45): (21990-21998).  [PMID:31710078] [10.1039/C9NR07421J]

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32. Datong Wu, Wensheng Tan, Hongda Li, Zhangchen Lei, Linhong Deng, Yong Kong.  (2018)  A facile route to prepare functional mesoporous organosilica spheres with electroactive units for chiral recognition of amino acids.  ANALYST,  144  (2): (543-549).  [PMID:30411759] [10.1039/C8AN01519H]

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48. Hongyu Li, Li Cen, Shiyu Liu, Ziqing Qiu, Yanfei Zhang, Xingyu Luo.  (2025)  Preparation of copper-based protein-inorganic hybrid nanoflowers with peroxidase-like activity for colorimetric detection of biothiols.  ANALYTICA CHIMICA ACTA,      [PMID:41093535] [10.1016/j.aca.2025.344685]

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