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Chemical Structure| 56-41-7 Chemical Structure| 56-41-7
Chemical Structure| 56-41-7

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L-Alanine, one of the non-essential amino acids, is involved in metabolism of sugar and acid. It can function as an agonist of inhibitory glycine receptor.

Synonyms: Alanine; 2-Aminopropanoic Acid; NSC 206315

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Faisal Aziz ; Kanamata Reddy ; Virneliz Fernandez Vega ; Raja Dey ; Katherine A. Hicks ; Sumitha Rao , et al.

Abstract: The suppressor of T cell receptor signaling (Sts) proteins are negative regulators of immune signaling. Genetic inactivation of these proteins leads to significant resistance to infection. From a 590,000 compound high-throughput screen, we identified the 2-(1H)-quinolinone derivative, , as a putative inhibitor of Sts activity. , and a small library of derivatives, are competitive, selective inhibitors of Sts-1 with IC50 values from low to submicromolar. SAR analysis indicates that the , the acid, and the moieties are all essential for activity. A crystal structure confirmed the SAR and reveals key interactions between this class of compound and the . Although has poor cell permeability, we demonstrated that a liposomal preparation can inactivate the activity of Sts-1 in cells. These studies demonstrate that Sts-1 enzyme activity can be pharmacologically inactivated and provide foundational tools and insights for the development of immune-enhancing therapies that target the Sts proteins.

Zhou, Bin ; Shetye, Gauri ; Yu, Yang ; Santarsiero, Bernard D. ; Klein, Larry L. ; Abad-Zapatero, Cele , et al.

Abstract: This study represents a systematic chem. and biol. study of the rufomycin (RUF) class of cyclic heptapeptides, which our anti-TB drug discovery efforts have identified as potentially promising anti-TB agents that newly target the caseinolytic protein C1, ClpC1. Eight new RUF analogs, rufomycins NBZ1-NBZ8, as well as 5 known peptides were isolated and characterized from the Streptomyces atratus strain MJM3502. Advanced Marfey's and X-ray crystallog. anal. led to the assignment of the absolute configuration of the RUFs. Several isolates exhibited potent activity against both pathogens M. tuberculosis H37Rv and M. abscessus, paired with favorable selectivity (selectivity index >60), which collectively underscores the promise of the rufomycins as potential anti-TB drug leads.

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Product Details of H-Ala-OH

CAS No. :56-41-7
Formula : C3H7NO2
M.W : 89.09
SMILES Code : N[C@@H](C)C(O)=O
Synonyms :
Alanine; 2-Aminopropanoic Acid; NSC 206315
MDL No. :MFCD00064410
InChI Key :QNAYBMKLOCPYGJ-REOHCLBHSA-N
Pubchem ID :5950

Safety of H-Ala-OH

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of H-Ala-OH

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 56-41-7 ]
  • Downstream synthetic route of [ 56-41-7 ]

[ 56-41-7 ] Synthesis Path-Upstream   1~7

  • 1
  • [ 100-48-1 ]
  • [ 56-41-7 ]
  • [ 37398-49-5 ]
References: [1] Organic Letters, 2016, vol. 18, # 15, p. 3738 - 3741.
  • 2
  • [ 87-72-9 ]
  • [ 56-41-7 ]
  • [ 3658-77-3 ]
  • [ 27538-10-9 ]
References: [1] Journal of Agricultural and Food Chemistry, 1996, vol. 44, # 2, p. 531 - 536.
  • 3
  • [ 58-86-6 ]
  • [ 56-41-7 ]
  • [ 3658-77-3 ]
  • [ 27538-10-9 ]
References: [1] Journal of Agricultural and Food Chemistry, 2003, vol. 51, # 9, p. 2708 - 2713.
  • 4
  • [ 87-72-9 ]
  • [ 56-41-7 ]
  • [ 27538-10-9 ]
References: [1] Journal of Agricultural and Food Chemistry, 1996, vol. 44, # 2, p. 531 - 536.
  • 5
  • [ 56-41-7 ]
  • [ 910902-20-4 ]
  • [ 2817-13-2 ]
References: [1] Justus Liebigs Annalen der Chemie, 1965, vol. 682, p. 244 - 249.
  • 6
  • [ 56-41-7 ]
  • [ 102156-97-8 ]
  • [ 2817-13-2 ]
References: [1] Chemische Berichte, 1960, vol. 93, p. 2983 - 3005.
  • 7
  • [ 7797-39-9 ]
  • [ 56-41-7 ]
  • [ 2817-13-2 ]
References: [1] Chemische Berichte, 1966, vol. 99, p. 2944 - 2954.
 

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