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447439

Sigma-Aldrich

1-Methyl-L-tryptophan

95%, for peptide synthesis

Sinónimos:

(S)-2-Amino-3-(1-methyl-1H-indol-3-yl)propanoic acid, L-(-)-1-Methyltryptophan

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1 G
$45.84
5 G
$180.00

$45.84

Precio de catálogo$49.50Ahorre 7 %
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1 G
$45.84
5 G
$180.00

About This Item

Fórmula empírica (notación de Hill):
C12H14N2O2
Número de CAS:
21339-55-9
Peso molecular:
218.25
Número MDL:
MFCD00467133
Código UNSPSC:
12352209
ID de la sustancia en PubChem:
24868339
NACRES:
NA.22

$45.84

Precio de catálogo$49.50Ahorre 7 %
Web-Only Promotion

Disponible para envío el14 de abril de 2025Detalles

Solicitar un pedido a granel

Nombre del producto

1-Methyl-L-tryptophan, 95%

Nivel de calidad

100

Ensayo

95%

Formulario

solid

actividad óptica

[α]24/D −8.0°, c = 2 in acetic acid

idoneidad de la reacción

reaction type: solution phase peptide synthesis

mp

242-245 °C (lit.)

aplicaciones

peptide synthesis

cadena SMILES

Cn1cc(C[C@H](N)C(O)=O)c2ccccc12

InChI

1S/C12H14N2O2/c1-14-7-8(6-10(13)12(15)16)9-4-2-3-5-11(9)14/h2-5,7,10H,6,13H2,1H3,(H,15,16)/t10-/m0/s1

Clave InChI

ZADWXFSZEAPBJS-JTQLQIEISA-N

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Aplicación

1-Methyl-L-tryptophan can be used:
  • In the preparation of L-tryptophan-based ligand for regioselective copper catalyzed N2-arylation of 1,2,3-triazoles.[1]
  • As a key starting material for the total synthesis of (−)-ardeemin.[2]
  • In the synthesis of cyclic peptide-capped gold nanoparticles as drug delivery systems.[3]

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
MKCQ0187
MKCJ1127
MKCC7257
MKCC3400
MKBZ4985V

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L-Tryptophan reagent grade, ≥98% (HPLC)

Sigma-Aldrich

T0254

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Kynurenic acid ≥98%

Sigma-Aldrich

K3375

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α-(Methylamino)isobutyric acid ≥97% (titration)

Sigma-Aldrich

M2383

α-(Methylamino)isobutyric acid

Development of a L?Tryptophan?Based Ligand for Regioselective Copper Catalyzed N2?Arylation of 1, 2, 3?Triazoles.
Lopes A B, et al.
ChemistrySelect, 2(22), 6544-6548 (2017)
Cyclic peptide-capped gold nanoparticles as drug delivery systems.
Nasrolahi Shirazi A, et al.
Molecular Pharmaceutics, 10(2), 500-511 (2012)
Stefanie Siegert et al.
PloS one, 6(11), e27618-e27618 (2011-11-24)
Adaptive immune responses are initiated when T cells encounter antigen on dendritic cells (DC) in T zones of secondary lymphoid organs. T zones contain a 3-dimensional scaffold of fibroblastic reticular cells (FRC) but currently it is unclear how FRC influence
Juliana Croitoru-Lamoury et al.
PloS one, 6(2), e14698-e14698 (2011-03-02)
The kynurenine pathway (KP) of tryptophan metabolism is linked to antimicrobial activity and modulation of immune responses but its role in stem cell biology is unknown. We show that human and mouse mesenchymal and neural stem cells (MSCs and NSCs)
Sergej Tomić et al.
International journal of nanomedicine, 13, 6941-6960 (2018-11-23)
Cellulose nanofibrils (CNF) are attractive nanomaterials for various biomedical applications due to their excellent biocompatibility and biomimetic properties. However, their immunoregulatory properties are insufficiently investigated, especially in relation to their functionalization, which could cause problems during their clinical application. Using
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Questions

1–6 of 6 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  3. What conditions do you recommend for long term storage of Product No. 447439, 1-Methyl-L-tryptophan?

    1 answer

    1. The long term storage temperature of the product 447139 is at room temperature. This information can be found in the MSDS sheet. This document is available from our website.

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  4. The name of Product No. 447439 is "1-Methyl-L-tryptophan, 95%". How is that purity value determined?

    1 answer

    1. The purity of Product No. 447439 is based on elemental analysis. That is, the assayed values for percent carbon and nitrogen should be within about 95% of their theoretical values. But the speification sheet does not report an overall purity value per se.

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  5. How do you recommend dissolving Product No. 447439, 1-Methyl-L-tryptophan?

    1 answer

    1. This product is soluble in 0.5 N Hydrochloric acid at 50 mg/mL. Based on information from one of our customers (not confirmed in our labs), this product is also soluble in 0.1 N sodium hydroxide at a 20 mM concentration. It is not soluble in DMSO.

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  6. What is the Department of Transportation shipping information for this product?

    1 answer

    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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