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T9753

Sigma-Aldrich

D-Tryptophan

≥98.0% (HPLC)

Synonym(s):

(R)-2-Amino-3-(3-indolyl)propionic acid, D-α-Amino-3-indolepropionic acid

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About This Item

Empirical Formula (Hill Notation):
C11H12N2O2
CAS Number:
153-94-6
Molecular Weight:
204.23
Beilstein/REAXYS Number:
86198
EC Number:
205-819-9
MDL number:
MFCD00005647
UNSPSC Code:
12352103
PubChem Substance ID:
24900598
NACRES:
NA.32
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Product Name

D-Tryptophan, ≥98.0% (HPLC)

biological source

synthetic (organic)

Quality Level

200

assay

≥98.0% (HPLC)

form

powder

technique(s)

cell culture | embryo: suitable
cell culture | mammalian: suitable

color

white to off-white

mp

282-285 °C (dec.) (lit.)

SMILES string

N[C@H](Cc1c[nH]c2ccccc12)C(O)=O

InChI

1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m1/s1

Inchi Key

QIVBCDIJIAJPQS-SECBINFHSA-N

Gene Information

human ... GRINA(2907)
mouse ... GRINA(66168)
rat ... GRINA(266668)

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General description

Tryptophan is one of the essential and standard amino acids present in the body. It is used by the cells to produce proteins.[1]

Application

D-Tryptophan has been used to study its efficacy on dispersing biofilm in dental unit waterlines (DUWLs) in vitro.[2]
D-Tryptophan can be used for Human embryonic kidney cell (HEK-293, ATCC: CRL-1573) culture.[3]The product is a sweetener used to study the release of incretins from enteroendocrine cells triggered by sugar but not by sweeteners.[4]

Biochem/physiol Actions

Low level of D-tryptophan is capable of preventing the growth of an L-tryptophan-requiring mutant of the E. coli.[5]

Other Notes

Unnatural isomer of tryptophan.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW0243
MKCT7977
MKCT0095
MKCS3587
MKCR3947

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Fangjie Zheng et al.
Electrophoresis, 40(16-17), 2218-2226 (2019-04-27)
Establishing a simple and accurate method for Hg2+ detection is of great importance for the environment and human health. In this work, platinum nanoparticles (Pt NPs) with different capped agents and morphologies were synthesized. It was found that Pt NPs
Yu Sakurai et al.
Molecular pharmaceutics, 17(4), 1397-1404 (2020-02-25)
Peptide modification is a popular strategy for developing an active targeting lipid nanoparticle (LNP). In modifying the surface of an LNP with a peptide, the sequence and structure of the peptide strongly affects the formation of the LNP. Specifically, a
Action of D-Tryptophan on E. coli
Hatanaka M
Nature, 204(4954), 202-203 (1964)
Shi Xuan Leong et al.
ACS nano, 15(1), 1817-1825 (2021-01-06)
Chiral differentiation is critical in diverse fields ranging from pharmaceutics to chiral synthesis. While surface-enhanced Raman scattering (SERS) offers molecule-specific vibrational information with high detection sensitivity, current strategies rely on indirect detection using additional selectors and cannot exploit SERS' key
William Bacchus et al.
Metabolic engineering, 15, 144-150 (2012-11-28)
Prokaryotic transcriptional regulatory elements are widely utilized building blocks for constructing regulatory genetic circuits adapted for mammalian cells and have found their way into a broad range of biotechnological applications. Prokaryotic transcriptional repressors, fused to eukaryotic transactivation or repression domains
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Questions

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  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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