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    ASPARAGINE, (L)

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    RELATED EXCIPIENT COMPANIES

    EXCIPIENTS BY APPLICATIONS

    MARKET PLACE

    REF. STANDARDS & IMPURITIES

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    2D Structure
    Also known as: L-asparagine, 70-47-3, H-asn-oh, Altheine, (s)-asparagine, Aspartamic acid
    Molecular Formula
    C4H8N2O3
    Molecular Weight
    132.12  g/mol
    InChI Key
    DCXYFEDJOCDNAF-REOHCLBHSA-N
    FDA UNII
    5Z33R5TKO7
    A non-essential amino acid that is involved in the metabolic control of cell functions in nerve and brain tissue. It is biosynthesized from ASPARTIC ACID and AMMONIA by asparagine synthetase. (From Concise Encyclopedia Biochemistry and Molecular Biology, 3rd ed)
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S)-2,4-diamino-4-oxobutanoic acid
    2.1.2 InChI
    InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m0/s1
    2.1.3 InChI Key
    DCXYFEDJOCDNAF-REOHCLBHSA-N
    2.1.4 Canonical SMILES
    C(C(C(=O)O)N)C(=O)N
    2.1.5 Isomeric SMILES
    C([C@@H](C(=O)O)N)C(=O)N
    2.2 Other Identifiers
    2.2.1 UNII
    5Z33R5TKO7
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. L-asparagine

    2.3.2 Depositor-Supplied Synonyms

    1. L-asparagine

    2. 70-47-3

    3. H-asn-oh

    4. Altheine

    5. (s)-asparagine

    6. Aspartamic Acid

    7. Agedoite

    8. Asparamide

    9. Asparagine Acid

    10. Crystal Vi

    11. (-)-asparagine

    12. (s)-2,4-diamino-4-oxobutanoic Acid

    13. 2-aminosuccinamic Acid

    14. Alpha-aminosuccinamic Acid

    15. Asparagine, L-

    16. L-asparagine Anhydrous

    17. L-aspartamine

    18. L-2,4-diamino-4-oxobutanoic Acid

    19. L-b-asparagine

    20. Aspartic Acid Beta-amide

    21. Asn

    22. Asparagine (van)

    23. Asparagine Anhydrous

    24. (2s)-2-amino-3-carbamoylpropanoic Acid

    25. L-beta-asparagine (van)

    26. 2-aminosuccinamic Acid, L-

    27. Butanoic Acid, 2,4-diamino-4-oxo-, (s)-

    28. (2s)-2,4-diamino-4-oxobutanoic Acid

    29. L-asparatamine

    30. L-2-aminosuccinamic Acid

    31. Mfcd00064401

    32. Nsc 82391

    33. 7ng0a2tuhq

    34. L-aspartic Acid Beta-amide

    35. 2,4-diamino-4-oxobutanoic Acid, (s)-

    36. 5z33r5tko7

    37. Chebi:17196

    38. Nsc-82391

    39. (s)-2-amino-3-carbamoylpropanoic Acid

    40. L-beta-asparagine

    41. (s)-2-aminosuccinic Acid 4-amide

    42. L-asn

    43. L-(+)-asparagine

    44. L-.beta.-asparagine

    45. Aspartic Acid B-amide

    46. A-aminosuccinamic Acid

    47. Aspargine

    48. Aspartamate

    49. L-asparagin

    50. Hsdb 7425

    51. A-aminosuccinamate

    52. 2-aminosuccinamate

    53. Einecs 200-735-9

    54. Asn-oh

    55. Alpha-aminosuccinamate

    56. 4-imino-l-homoserine

    57. Alpha Amminosuccinamate

    58. L-asparagine (9ci)

    59. Asparagine [mi]

    60. Aspartic Acid Beta Amide

    61. N-lauryl-n-methyltaurine

    62. Asparagine [hsdb]

    63. Asparagine [inci]

    64. Asn Nh3+ Cooh

    65. Alpha Amminosuccinamic Acid

    66. Asparagine, L- (8ci)

    67. Bmse000030

    68. Bmse000912

    69. Aspartic Acid .beta. Amide

    70. L-asparagine [fcc]

    71. L-asparagine (h-asn-oh)

    72. Asparagine [who-dd]

    73. H-asn-2-chlorotrityl Resin

    74. L-alpha-aminosuccinamic Acid

    75. Unii-5z33r5tko7

    76. .alpha.-aminosuccinamic Acid

    77. L-(+)-asparagine Anhydrous

    78. Chembl58832

    79. Asparagine (l) Hydrate

    80. Nor Benzphetamine Hydrochloride

    81. Gtpl4533

    82. P-aminosalicylicacidmagnesiumsalt

    83. Schembl3126352

    84. L-2,4-diamino-4-oxobutanoate

    85. Us9138393, L-asparigine

    86. Us9144538, L-asparigine

    87. Dtxsid10883220

    88. Bdbm181137

    89. Pharmakon1600-01301002

    90. (s)-2,4-diamino-4-oxobutanoate

    91. L-asparagine, >=98% (hplc)

    92. Hy-n0667

    93. Str07164

    94. Zinc1532556

    95. B2,4-(s)-diamino-4-oxo-utanoate

    96. Nsc760099

    97. S5571

    98. Asparagine Anhydrous [usp-rs]

    99. Akos006239067

    100. Ac-4657

    101. Am81554

    102. Ccg-266117

    103. Db00174

    104. Nsc-760099

    105. B2,4-(s)-diamino-4-oxo-utanoic Acid

    106. Ncgc00344576-01

    107. Bp-23453

    108. A0542

    109. Cs-0009702

    110. L-asparagine, Vetec(tm) Reagent Grade, 98%

    111. A-9031

    112. C00152

    113. M02998

    114. 064a401

    115. A937078

    116. Q29519883

    117. F1905-7151

    118. Z1270387291

    119. 3c28f6a9-e581-4255-accf-f75597ab288f

    120. L-asparagine, Certified Reference Material, Tracecert(r)

    121. Asparagine Anhydrous, United States Pharmacopeia (usp) Reference Standard

    122. L-asparagine, Bioreagent, Suitable For Cell Culture, Suitable For Insect Cell Culture

    2.4 Create Date
    2004-09-16
    3 Chemical and Physical Properties
    Molecular Weight 132.12 g/mol
    Molecular Formula C4H8N2O3
    XLogP3-3.4
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count3
    Exact Mass132.05349212 g/mol
    Monoisotopic Mass132.05349212 g/mol
    Topological Polar Surface Area106 Ų
    Heavy Atom Count9
    Formal Charge0
    Complexity134
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Used for nutritional supplementation, also for treating dietary shortage or imbalance.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    A non-essential amino acid. Asparagine is critical for the production of the body's proteins, enzymes and muscle tissue. Supplements of this amino acid are claimed to balance nervous system function.

    5.2 Mechanism of Action

    Asparagine, a non-essential amino acid is important in the metabolism of toxic ammonia in the body through the action of asparagine synthase which attaches ammonia to aspartic acid in an amidation reaction. Asparagine is also used as a structural component in many proteins.

    Iron absorption in rats was evaluated with concurrent administration of each of 10 amino acid solutions and ascorbic acid. Asparagine, glycine, serine and ascorbic acid caused a statistically significant increase in iron absorption, with greatest effects for asparagine and glycine. No correlations were found between absorption increases and stability constants of the amino acid-iron complex.

    PMID:6491942 Christensen JM et al; J Pharm Sci 73: 1245-1248 (1984)